Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.

5,6-dimethoxybenzo[d]thiazole (l.58g, 8.09mmol) was added to a sealed tube and back evacuated with N2 (2x). THF (40mL) was added, and the reaction mixture was cooled to -78C. rt-BuLi (1.5M in Hex, 5.6mL, 8.9mmol) was added, and the reaction mixture was stirred at -78C for 30 min. 3-methyldihydrofuran-2,5-dione (l.02g, 8.90mmol) was added, and the reaction mixture was allowed to warm to RT over a period of 4 hours. HC1 (1N) was added until the aqueous layer was pH ~ 4. The aqueous layer was then extracted with EtOAc (3x). The organic layers were combined, dried over MgS04, filtered, and concentrated under reduced pressure. The residue was purified by reverse phase chromatography (eluting ACN/H20 with 0.05% TFA). The fractions containing all product isomers were combined, diluted with H20, and extracted with EtOAc (3x). The organics were combined, dried over MgS04, filtered, and concentrated under reduced pressure. The racemic mixture was resolved by Chiral-SFC (CHIRACEL OJ-H (250mmx2lmm), 25% MeOH in C02) to afford four peaks. Concentration of the third eluting peak afforded 4-(5,6-dimethoxy-l,3-benzothiazol-2-yl)-2-methyl-4- oxobutanoic acid. LCMS (CI4HI6N05S) (ES, m/z): 310 [M+H]+. 1H NMR (500MHz, MeOD- d4) d 7.65 (s, 1H), 7.59 (s, 1H), 3.96 (s, 3H), 3.97 (s, 3H), 3.69 (dd, =l8Hz, 8.8Hz, 1H), 3.28 (dd, =l8Hz, 5.5Hz, 1H), 3.15-3.08 (m, 1H), 1.33 (d, =7.3Hz, 3H).

4100-80-5, As the paragraph descriping shows that 4100-80-5 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; CASH, Brandon, D.; CUMMING, Jared, N.; DEMONG, Duane, E.; HAIDLE, Andrew, M.; JEWELL, James, P.; LARSEN, Matthew, A.; LU, Min; OTTE, Ryan, D.; TAOKA, Brandon, M.; TROTTER, Benjamin Wesley; TRUONG, Quang, T.; (97 pag.)WO2019/195063; (2019); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.696-59-3,2,5-Dimethoxytetrahydrofuran,as a common compound, the synthetic route is as follows.,696-59-3

General procedure: To a solution of amine (1 mmol) in water (2 ml) was added tetrahydro-2,5-dimethoxyfuran (1.1 mmol) and gamma-Fe2O3(at)SiO2-Sb-IL (0.08 g). The reaction mixture was stirred at 100 C for a certain period of time as required to complete the reaction. During that time, the reaction was monitored constantly by TLC. After completion of the reaction, the catalyst was removed by using a magnet and washed with ethyl acetate. The aqueous solution was extracted by ethyl acetate (3 ¡Á 5 ml). The combined organic phase was dehydrated with anhydrous sodium sulfate. After the evaporation of the solvent, the residue was purified by silica gel flash chromatography using petroleum ether/ethyl acetate as the eluent to afford the pure product.

The synthetic route of 696-59-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ma, Fei-Ping; Li, Pei-He; Li, Bao-Le; Mo, Li-Ping; Liu, Ning; Kang, Hui-Jun; Liu, Ya-Nan; Zhang, Zhan-Hui; Applied Catalysis A: General; vol. 457; (2013); p. 34 – 41;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

184950-35-4, 5- (3,5-dimethylbenzyloxymethyl) isoxazole-3-carboxylic acid (1 .06 g, 4.1 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0. 84 g, 6.1 mmol), Triethylamine (0.85 mL, 6.1 mmol) And 1 – hydroxybenzotriazole (0.05 g, 0.4 mmol) Was added to chloroform (amylen added product) (10 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.93 g, 4.9 mmol) was added at room temperature, After stirring overnight , And concentrated under reduced pressure. Dilute hydrochloric acid was added to the residue, And extracted three times with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution, Washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, The following equation Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (3,5-dimethylbenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (2 71)) 0.31 g was obtained.

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

184950-35-4, Production Example 232 (0552) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.13 g, 0.95 mmol) and triethylamine (0.10 g, 0.95 mmol) were added to chloroform (amylene addition product) (5 mL). 5-(5-Phenyl-2-thienylmethoxymethyl)isoxazole-3-carboxylic acid (0.25 g, 0.79 mmol), 1-hydroxybenzotriazole (0.01 g, 0.08 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.18 g, 0.95 mmol) were added to the mixture at room temperature, and the mixture was stirred overnight. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted twice with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.25 g of N-(tetrahydrofuran-3-ylmethyl)-5-(5-phenyl-2-thienylmethoxy methyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (241)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.63-1.72(1H, m), 2.04-2.13(1H, m), 2.52-2.62(1H, m), 3.45-3.48(2H, m), 3.57-3.61(1H, m), 3.74-3.79(1H, m), 3.84-3.94(2H, m), 4.68(2H, s), 4.76 (2H, s), 6.74(1H, s), 6.94(1H, br), 6.01(1H, d), 7.19(1H, d), 7.28-7.31(1H, m), 7.36-7.40(2H, m), 7.56-7.60(2H, m)

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 2-Tetrahydrofuroyl Chloride 2-Tetrahydrofuroic acid (413.5 mL, 500.0 g) was added to dimethylformamide (1.5 mL) and this was cooled to 15 C. under N2. After purging the reaction vessel with nitrogen for 15 minutes, oxalyl chloride (469.5 mL, 683.1 g) was added dropwise to maintain the temperature at less than 25 C. This required from 3.75 to 5 hours. The crude product was distilled at 65 C. with a vacuum of 2 mm. The reaction mixture was distilled over 40 minutes. An average yield of 548.3 g of the title A product was isolated., 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bracco International B.V.; US5614638; (1997); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

1-methyl-3-pentyl-1 H-pyrazole-5-carboxylic acid (1.82 g, 10 mmol) Tetrahydrofuran-3-ylmethylamine hydrochloride (1.38 g, 10 mmol), Triethylamine (1.01 g, 10 mmol) And 1-hydroxybenzotriazole (0.15 g, 1.0 mmol) Was added to chloroform (amylene added product) (60 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (1.92 g, 10 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (Tetrahydrofuran-3-ylmethyl) -1-methyl-3-pentyl-1 H-pyrazole-5-carboxamide (Hereinafter referred to as present amide compound (5)) 2.61 g was obtained., 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 144 (0464) 5-(1-Fluorobutyl)isoxazole-3-carboxylic acid (120 mg, 0.64 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (114 mg, 0.83 mmol), triethylamine (0.23 mL, 1.65 mmol) and 1-hydroxybenzotriazole (9 mg, 0.06 mmol) were added to chloroform (amylene addition product) (3 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (160 mg, 0.83 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 166 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(1-fluorobutyl)isoxazole-3 -carboxamide (hereinafter, referred to as Compound of Present Invention (151)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.00(t, 3H), 1.43-1.56(m, 2H), 1.63-1.72(m, 1H), 1.87-2.15(m, 3H), 2.54-2.63(m, 1H), 3.45-3.50(m, 2H), 3.59(dd, 1H), 3.73-3.80(m, 1H), 3.83-3.95(m, 2H), 5.59(ddd, 1H), 6.75-6.77(m, 1H), 6.94(brs, 1H), 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

a) Preparation of Acid Chloride7.8 gms of tetrahydrofuroic acid and 50 ml toluene were charged in a dry flask under nitrogen. 8.7 gms of thionyl chloride were added dropwise at 25-30 C. The reaction mass was stirred for 1 hour., 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CIPLA LIMITED; US2010/256370; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.65 g, 4.70 mmol) and triethylamine (0.48 g, 4.70 mmol) Was added to chloroform (amylene added product) (20 mL). To the mixture, 5- (3-bromopropyl) isoxazole-3-carboxylic acid (1.00 g, 4.27 mmol) at room temperature, 1-Hydroxybenzotriazole (0.06 g, 0.43 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.98 g, 5.13 mmol) After stirring overnight, Dilute hydrochloric acid was added, It was extracted twice with chloroform. The organic layer was washed with saturated sodium bicarbonate water, After drying over anhydrous magnesium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, The following equation Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (3-bromopropyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (248)) 0. 91 g was obtained., 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 250 (0571) 5-(2,5-Difluorobenzyloxymethyl)isoxazole-3-carboxylic acid (0.54 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.41 g, 3.0 mmol), triethylamine (0.30 g, 3.0 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.2 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the residue, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated saline water and dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.17 g of N-(tetrahydrofuran-3-ylmethyl)-5-(2,5-difluorobenzyloxymeth yl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (259)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.73 (1H, m), 2.05-2.14 (1H, m), 2.53-2.64 (1H, m), 3.47(2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95(2H, m), 4.65(2H, s), 4.71(2H, s), 6.76(1H, s), 6.95(1H, br s), 6.95-7.06(2H, m), 7.12-7.17(1H, m)

184950-35-4, 184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem