Tag: M.W=100-200

Reference of 115913-32-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 115913-32-1, name is Dimethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

50 Ml three-mouth bottle added 1.48 g bicyclo [1.1.1] pentane – 1, 3 – dicarboxylic acid dimethyl ester, its use 20 ml methanol dissolved, slowly dropping NaOH at room temperature (324 mg) in methanol (5 ml) solution, after adding up to 80 C reaction 2 h. After the reaction is finished concentrated to dry, add 40 ml water, dichloromethane is used for extraction (50 ml * 3), the water layer to adjust the PH dilute hydrochloric acid, adding dichloromethane extraction (40 ml * 4), the combined organic layer, drying the concentrated white solid 925 mg, yield 68%.

The synthetic route of Dimethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Bai Li Pharmaceutical Co., Ltd.; Zhu Yi; Li Jie; Liu Weijia; Wan Weili; Zhuo Shi; (26 pag.)CN109180681; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 609-08-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 609-08-5 as follows.

Test tube equipped with a stir bar N- fluoro bis (methanesulfonyl) imide (38.2 mg, 0.2 mmol) and 1,2 g of dichloroethane (1.0 mL), at room temperature, and dissolved.Then, the same solution of 2-methylmalonic acid diethyl (17.4 mg, 0.1 mmol) and tetra -iso- propoxy orthotitanate (0.016 mL, 0.05 mmol) was added and subjected to room temperature, 12 hours .After completion of the reaction, addition of water, dichloromethane extraction (3 times), the combined organic layers washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated to give a crude product. The resulting crude product was used hexafluorobenzene as internal standard in 19F-NMR measurement, 2-fluoro-2-methyl-diethyl malonate quantitatively the desired product was produced.Then purified by silica gel column chromatography (ethyl acetate / hexane = 10/90 vol / vol) ,to obtain purified 2-fluoro-2-methyl-malonic acid diethyl (7) as a colorless transparent liquid (18.7 mg, 0 .097mmol, 97% yield).

According to the analysis of related databases, 609-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NAGOYA INSTITUTE OF TECHNOLOGY; TOSOH F-TECH INCORPORATED; SHIBATA, NORIO; KAGAWA, TAKUMI; (11 pag.)JP2016/23178; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 17994-94-4, name is Methyl 7-aminoheptanoate hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 7-aminoheptanoate hydrochloride

(b) Carbostyril-6-sulfonyl chloride (corresponding to 54) (138mg, 0.57mmol) and then subsequently Et3N (114mg, 3.24mmol) in CH2Cl2 (0.5ml) were added to a solution of 7-aminoheptanoic acid methyl ester hydrochloride (142mg, 0.73mmol) in CH2Cl2 (2ml) at room temperature. The reaction mixture was stirred for 16h at room temperature. H2O (10ml), AcOEt (10ml), and n-hexane (10ml) were then sequentially added to the mixture. The precipitate was gathered, washed with H2O, and dried to afford a pink solid (127mg, 0.35mmol, y. 61%). 1H NMR (300MHz/DMSO-d6) delta 1.15-1.20 (4H, m, CH2¡Á2), 1.29-1.44 (4H, m, CH2¡Á2), 2.22 (2H, t, J=7.2Hz, CH2), 2.72 (2H, q, J=6.0Hz, NCH2), 3.56 (3H, s, OCH3), 6.61 (1H, d, J=9.6Hz, CH=), 7.43 (1H, d, J=8.7Hz ArH), 7.53 (1H, t, J=5.9Hz, NH), 7.84 (1H, dd, J=8.7, 2.1Hz ArH), 8.07 (1H, d, J=9.6Hz, CH=), 8.13 (1H, d, J=2.1Hz, ArH), 12.01 (1H, br, NH).

According to the analysis of related databases, 17994-94-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tashima, Toshihiko; Murata, Hiroaki; Kodama, Hidehiko; Bioorganic and Medicinal Chemistry; vol. 22; 14; (2014); p. 3720 – 3731;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 403-33-8, A common heterocyclic compound, 403-33-8, name is Methyl 4-fluorobenzoate, molecular formula is C8H7FO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Various benzohydrazides 5-7 and 9-13 were obtained accordingto known procedures [40,65] except for benzohydrazides 4and 8 which were commercially available. A solution of the methylbenzoate (1 equiv) in ethanol was added dropwise to 65% hydrazinemonohydrate (5 equiv). The reaction mixture was then heatedunder reflux and stirred overnight. The reaction progress was followedup by TLC. Crude product was collected by filtration aftercooling of the reaction medium and finally washed with coldethanol unless specified otherwise. The desired benzohydrazides were used without any further purification.The analysis of spectral data (1H and 13C NMR), the yields, HRMS,Mp and Rf of these precursors are presented in SupplementaryInformation.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Ameryckx, Alice; Thabault, Leopold; Pochet, Lionel; Leimanis, Serge; Poupaert, Jacques H.; Wouters, Johan; Joris, Bernard; Van Bambeke, Francoise; Frederick, Raphael; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 324 – 338;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4630-80-2 as follows. Formula: C7H12O2

General procedure: A solution of 1.02 mL (19.49 mmol) of acetonitrile in 13 mL of THF was cooled to 0 C and added 11.4 mL (19.49 mmol) of potassiumt-pentoxide solution (1.7 M in toluene) dropwise with constant stirring. The reaction mixture was stirred at room temperature for 2h. Reaction mixture was cooled again to 0 C and 1.32 g (9.74 mmol) of methyl benzoate was added dropwise followed by stirring for additional 2h at room temperature. After completion of the reaction (by TLC), crude mixture was quenched with 1NHCland extracted with ethyl acetate. The organic layer was washed with brine and dried over MgSO4. The crude was purified with column chromatography using hexane and ethyl acetate eluent to yield 0.56 g (40%) 3-oxo-3-phenylpropanenitrile.

According to the analysis of related databases, 4630-80-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rana, Sandeep; Sonawane, Yogesh A.; Taylor, Margaret A.; Kizhake, Smitha; Zahid, Muhammad; Natarajan, Amarnath; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3736 – 3740;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 6962-92-1, These common heterocyclic compound, 6962-92-1, name is 4-Chlorobutyl acetate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation 6 To an ice-cooled solution of 3-(3-oxo-2,3-dihydropyridazin-6-yl)-2-phenylpyrazolo[1,5-a]pyridine (2.0 g) in N,N-dimethylformamide (20 ml) was added portionwise sodium hydride (60% dispersion in mineral oil; 0.31 g). After addition was finished, the mixture was stirred for 15 minutes in an ice-bath. To this mixture was added 4-chlorobutyl acetate (1.1 g), and the reaction mixture was stirred for 24 hours at room temperature, and then for 36 hours at 70 C. After being cooled to room temperature, the reaction mixture was concentrated. The residue was partitioned between ethyl acetate and water. The organic layer was separated and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were washed with water and sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and concentrated. Purification of the residue by column chromatography on silica gel (using 3:1 mixture of chloroform and ethyl acetate as eluent) gave 3-[2-(4-acetoxybutyl)-3-oxo-2,3-dihydropyridazin-6-yl]-2-phenylpyrazolo[1,5-a]pyridine (2.6 g). An analytical sample was prepared by recrystallization from diisopropyl ether. mp: 102-103 C. IR (Nujol): 1720, 1660 cm-1 NMR (CDCl3, delta): 1.7-1.9 (2H, m), 1.9-2.2 (2H, m), 2.05 (3H, s), 4.16 (2H, t-like, J=ca. 6Hz), 4.31 (2H, t-like, J=ca. 6Hz), 6.77 (1H, d, J=10Hz), 6.8-7.0 (1H, m), 7.02 (1H, d, J=10Hz), 7.2-7.4 (1H, m), 7.4-7.5 (3H, m), 7.6-7.7 (2H, m), 7.9-8.0 (1H, m), 8.5-8.6 (1H, m) MASS m/z: 402, 343, 287 Anal. Calcd. for C23 H22 N4 O3: C 68.64, H 5.51, N 13.92 (%) Found: C 68.31, H 5.48, N 13.76 (%)

The synthetic route of 6962-92-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US5338743; (1994); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: esters-buliding-blocks

DCC (12.3 g, 59.7 MMOL) was added to an ice-water cooled solution of N-BOC 8-alanine (10.0 g, 52.8 MMOL) and methyl 3-amino-4-methylaminobenzoate (8.27 g, 45.9 MMOL) in CH2CI2 (400 mL). The reaction mixture was stirred 1 h at 0C and overnight at room temperature, then the insoluble urea was removed by filtration. After concentration, the residue was dissolved in ethyl acetate and washed with 5% NAHCO3, followed with saturated NaCl. The organic solution was dried over NA2SO4, concentrated, and purified by chromatography over silica gel eluted with 1: 2 hexane-EtOAc to afford 15.02 g (93%) of desired product as a white SOLID. 1H NMR (300 MHz, D6-DMSO) o 9.06 (s, 1H), 7.70 (d, J=1.8 Hz, 1 H), 7.66 (dd, J=8.4 Hz, J=1.8 Hz, 1 H), 6.87 (s, 1 H), 6.59 (d, J=8.4 Hz, 1 H), 5.89 (d, J=4.8 Hz, 1 H), 3.74 (s, 3H), 3.23 (q, J=6.9 Hz, 2H), 2.76 (d, J=4.8 Hz, 3H), 2.46 (t, J=6.9 Hz, 2H), 1.38 (s, 9H). Anal. Calc’d. FORC17H25N305 : C, 58.11 ; H, 7.17 ; N, 11.96. Found: C, 58.28 ; H, 7.09 ; N, 11.92.

The synthetic route of Methyl 3-amino-4-(methylamino)benzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/99131; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 927-68-4, A common heterocyclic compound, 927-68-4, name is 2-Bromoethyl acetate, molecular formula is C4H7BrO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a 250 mL flask equipped with magnetic stirring bar, 1-(3-fluoro-2-nitrophenyl)piperazine A-6 (5 g, 22.5 mmol) was added under argon atmosphere and the flask was filled with dry ACN (50 mL). Then, dried K2CO3 (6,0 g, 45 mmol) and 2-bromoethyl acetate (4.45 g, 26.6 mmol) were added, and the reaction mixture was heated to 60 C and stirred for 20h at this temperature. After this time UPLCMS analysis showed no substrate peak. The reaction was cooled to room temperature and solid was filtered. As a result, the product A-2C was obtained as the yellow solid (6.8 g, 99% yield) with 99 % of purity, according to UPLCMS analysis (Method A).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Adamed sp. z o.o.; KOLACZKOWSKI, Marcin; BUCKI, Adam; SNIECIKOWSKA, Joanna; MARCINKOWSKA, Monika; (65 pag.)EP3530651; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 91367-05-4,Some common heterocyclic compound, 91367-05-4, name is Methyl 4-chloro-3-methylbenzoate, molecular formula is C9H9ClO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of methyl 4-chloro-3-methylbenzoate (5.0 g, 27.0 mmol) in THF (30 ml.) at 00C, LHMDS (1.0 M in THF, 57 ml_, 57 mmol) was added and the solution was allowed to stir for 5 min. A solution of 2-chloro-4-methylpyrimidine (3.47 g, 27.0 mmol) dissolved in THF (8 ml.) was added dropwise at 00C and the reaction mixture was allowed to stir for 30 min. The reaction mixture was quenched at 00C with MeOH (50 ml.) and the solvent was removed in vacuo. The residue was diluted with EtOAc and washed with water. The organic layer was dried over MgSO4, filtered and evaporated. The title compound of Step A was purified by trituration with EtOAc. The title compound of Step A was obtained as a solid in 20% yield (1.5 g). MS (APCI): 281.1 [M+H]+.

The synthetic route of 91367-05-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/32667; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 125568-73-2,Some common heterocyclic compound, 125568-73-2, name is Methyl 5-amino-2,4-difluorobenzoate, molecular formula is C8H7F2NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of methyl 5-amiotano-2,4-diotafluorobenzoate intermediate 19 (5 5 g, 29 5 mmol, 1 equiv) in dichloromethane (100 mL) at -40 0C was treated with pyridine (7 16 mL, 88 6 mmol, 3 0 equiv) and 1 9 M phosgene in toluene (23 3 mL, 44 3 mmol, 1 5 equiv) After 1 5 h, a solution of 1 ,1-diotamethylethyl 4-(butylamiotano)-1-piotaperiotadiotanecarboxylate intermediate 20 (9 1 g, 35 4 mmol, 1 2 equiv) in dichloromethane (50 mL) was added and the reaction was allowed to warm to RT for 18 h The reaction was diluted with dichloromethane, washed with satd aq NaHCO3, dried over Na2SO4, filtered and concentrated to give intermediate 21 (13 1 g, 95% yield) a white solid1H NMR (400 MHz, DMSO-cfe) delta ppm 8 09 (s, 1 H), 7 89 – 7 99 (m, 1 H), 7 42 (t, J=10 62 Hz, 1 H), 3 88 – 3 99 (m, 1 H), 3 85 (s, 3 H), 3 11 – 3 22 (m, 2 H), 2 96 (d, J=12 27 Hz, 2 H), 2 41 – 2 53 (m, 3 H), 1 43 – 1 59 (m, 5 H), 1 21 – 1 35 (m, 2 H), 1 20 (s, 9 H), 0 90 (t, J=I 33 Hz, 3 H) ES-LCMS m/z 468 1 (M-H); Intermediate 291 ,1-diotamethylethyl 4-[[({2,4-diotafluoro-5-[(methyloxy)carbonyl]phenyl}amiotano)carbonyl](3- fluorophenyl)amiotano]-1-piotaperiotadiotanecarboxylateA solution of methyl 5-amiotano-2,4-diotafluorobenzoate intermediate 19 (5 O g, 26 5 mmol, 1 equiv) in dichloromethane (150 mL) at -40 0C was treated with pyridine (6 4 mL, 79 7 mmol, 3 0 equiv) and 1 9 M phosgene in toluene (20 1 mL, 39 8 mmol, 1 5 equiv) After 1 5 h, the reaction was concentrated down and dried under vac The residue was taken up in dichloromethane (150 mL) and 1 ,1-diotamethylethyl 4-[(3-fluorophenyl)amiotano]-1- piperidmecarboxylate intermediate 6 (8 6 g, 29 2 mmol, 1 1 equiv) was added and the reaction was heated to 40 0C 18 h The reaction was diluted with dichloromethane, washed with satd aq NaHCO3, dried over Na2SO4, filtered and concentrated The residue was purified by silica gel flash column chromatography (0 ? 30% ethyl acetate hexanes) to give intermediate 29 (12 6 g, 94% yield) a white solid1H NMR (400 MHz, CHLOROFORM-d) delta ppm 8 65 (dd, J=8 88, 7 78 Hz, 1 H), 744 – 7 55 (m, 1 H), 7 17 – 7 24 (m, 1 H), 7 04 (d, J=I 87 Hz, 1 H), 6 92 – 6 99 (m, 1 H), 6 80 (t, J=10 26 Hz, 1 H), 5 96 (d, J=Z 11 Hz, 1 H), 4 56 – 4 70 (m, 1 H), 4 03 – 4 26 (m, 2 H), 3 80 – 3 92 (m, 3 H), 2 79 (s, 2 H), 1 85 (d, J=13 37 Hz, 2 H), 1 39 (s, 9 H), 1 19 – 1 35 (m, 2 H) ES-LCMS m/z 530 1 (M+Na)

The synthetic route of 125568-73-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/75960; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics