Category: Tetrahydrofurans

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87219-29-2,(S)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

87219-29-2, Preparation of (S)-tert-butyl 3-(cyclopropyl(2,3-dichlorobenzyl)carbamoyl)-4-(4-hydroxyphenyl)-2-((methoxymethoxy)methyl)-5,6-dihydropyridine-1(2H)-carboxylate (4H) 4A (S)-Benzyl-4-(cyclopropyl(2,3-dichlorobenzyl)amino)-1-hydroxy-4-oxobutan-2-ylcarbamate (4A) Into a 100 mL round bottom flask fitted with a reflux condenser and a nitrogen inlet, N-(2,3-dichlorobenzyl)cyclopropanamine (30.3 g, 140.3 mmol) (Example 1A) and (S)-benzyl 5-oxotetrahydrofuran-3-ylcarbamate (22.0 g, 93.5 mmol) were added. The mixture was heated without solvent at 100 C. for 24 hours. Purification by column chromatography (5%->10% MeOH/dichloromethane) gave 22.0 g (52%) of 4A. ESI-MS:m/z 451.3 (M+H)+.

As the paragraph descriping shows that 87219-29-2 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; US8129538; (2012); B1;,
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 230 (0550) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.24 g, 1.75 mmol) and triethylamine (0.18 g, 1.75 mmol) were added to chloroform (amylene addition product) (8 mL). 5-(5,6,7,8-Tetrahydronaphthalen-2-yl)oxymethylisoxazole-3-c arboxylic acid (0.40 g, 1.46 mmol), 1-hydroxybenzotriazole (0.02 g, 0.18 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.34 g, 1.75 mmol) were added to the mixture at room temperature, and the mixture was stirred for 5 hours. 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 sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.40 g of N-(tetrahydrofuran-3-ylmethyl)-5-(5,6,7,8-tetrahydronaphtha len-2-yl)oxymethylisoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (239)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.61-1.71(1H, m), 1.76-1.79 (4H, br m), 2.04-2.13(1H, m), 2.52-2.62(1H, m), 2.70-2.73(4H, br m), 3.44-3.48(2H, m), 3.57-3.60(1H, m), 3.73-3.79(1H, m), 3.83-3.94(2H, m), 5.15 (2H, s), 6.65(1H, br s), 6.69(1H, dd), 6.77(1H, s), 6.96(1H, br s), 6.99(1H, d), 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112372-15-3,Furo[2,3-c]pyridine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 38 Synthesis of (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)furo[2,3-c]pyridine-2-carboxamide To a stirred solution of furo[2,3-c]pyridine-2-carboxylic acid (0.050 g, 0.30 mmol, 1.0 equiv) in DMF (10 mL), was added (S)-4,4-difluoro-1-glycylpyrrolidine-2-carbonitrile 4-methylbenzenesulfonate (0.110 g, 0.30 mmol, 1.0 equiv), HOBt (0.049 g, 0.36 mmol, 1.2 equiv) and EDC.HCl (0.069 g, 0.36 mmol, 1.2 equiv). The mixture was allowed to stir at RT for 10 min. Triethyl amine (0.1 mL) was added and the mixture was allowed to stir at RT for overnight. Product formation was confirmed by LCMS and TLC. The reaction mixture was diluted with water and extracted with ethyl acetate (50 mL*2). Combined organic extracts were washed with water (20 mL*4), dried over anhydrous Na2SO4 and concentrated. The crude product obtained was purified by reverse phase HPLC to obtain (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)furo[2,3-c]pyridine-2-carboxamide (0.020 g, 19% Yield) as a white solid. LCMS 335 [M+H]+ 1H NMR (DMSO-d6, 400 MHz) delta (br. s., 1H), 9.09 (s, 1H), 8.49 (d, J=5.3 Hz, 1H), 7.84 (d, J=5.3 Hz, 1H), 7.69 (s, 1H), 5.11 (d, J=9.6 Hz, 1H), 4.25-4.39 (m, 1H), 4.04-4.22 (m, 3H), 2.72-3.00 ppm (m, 3H)., 112372-15-3

As the paragraph descriping shows that 112372-15-3 is playing an increasingly important role.

Reference£º
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: Intermediate II A solution of 3,3-dimethyl-dihydrofuran-2,5-dione I (25 g, 195 mmol) in anhydrous EtOH ( 150 mL) was stirred at 50 ¡ãC overnight. After cooling down to room temperature, the solvent was removed under reduced pressure with a rotary evaporator and the residue was triturated with hexane at -50 ¡ãC to afford the intermediate II (25 g, 33 mmol, 67.9 percent) as a white solid. 1 H NMR (400 MHz, CDCI3) 5 ppm 4.13-4.18 (2H, q, J = 7.2 Hz), 2.62 (2H, s),1.28 (6H, s), 1.32-1 .25 (3H, t, J = 7.6 Hz). LC/MS: m/z calculated 174.1 , found 1 3.1 (M-1 )-., 17347-61-4

The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE LLC; GAO, Daxin; HAN, Nianhe; JOHNS, Brian; JIN, Zhimin; NING, Fangxian; TANG, Jun; WU, Yongyong; YANG, Heping; WO2013/20245; (2013); 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5-bromo-pyridine-2-carboxylic acid (15.00g, 74.3mmol) of ethyl acetate (200 mL) suspension of thionyl chloride (6.2mL, 85.4mmol) and N, N-dimethylformamide (about 0. 2mL) was added, and the mixture was stirred for 2 hours and 30 minutes at 75 . After concentration under reduced pressure, diluted with toluene (150 mL). 5 cooled to below (tetrahydrofuran-3-yl) methylamine hydrochloride (11.24g, 81.7mmol) and 2 mol / L aqueous sodium hydroxide solution (100 mL)Was added simultaneously, after 2 hours of stirring at 5 or less, water was added and extracted twice with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was suspended in diisopropyl ether, the precipitates by filtration, to obtain a represented by the following formula N- (tetrahydrofuran-3-ylmethyl) -5-bromopyridine-2-carboxylic acid amide 16.95 g., 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; AWASAGUCHI, KENICHIRO; (106 pag.)JP2016/11276; (2016); 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 49 (0364) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.54 g, 3.96 mmol) and triethylamine (0.40 g, 3.96 mmol) were added to chloroform (amylene addition product) (13 mL). 1-Butyl-1H-1,2,3-triazole-4-carboxylic acid (0.56 g, 3.30 mmol), 1-hydroxybenzotriazole (0.05 g, 0.33 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.76 g, 3.96 mmol) were added to the mixture at room temperature, and the mixture was stirred for 3 hours. 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 0.63 g of N-(tetrahydrofuran-3-ylmethyl)-1-butyl-1H-1,2,3-triazole-4-carboxamide (hereinafter, referred to as Compound of Present Invention (54)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)): 0.96(3H, t), 1.30-1.39(2H, m), 1.65-1.74(1H, m), 1.92-1.99(2H, m), 2.05-2.13(1H, m), 2.54-2.63(1H, m), 3.41-3.52(2H, m), 3.59-3.63(1H, m), 3.74-3.80(1H, m), 3.85-3.95(2H, m), 4.43(2H, t), 6.85(1H, br s), 8.03(1H, s), 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; 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.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

17347-61-4, To an ice-cold stirred solution of 4-[(2-tert-butylphenoxy)methyl]piperidine hydrochloride (0.20 g, 0.71 mmol) and triethylamine (0.10 g, 1.0 mmol) in THF (20.0 mL) was added 3,3-dimethyldihydrofuran-2,5-dione (0.11 g, 0.87 mmol) and the resulting mixture was warmed to room temperature. After 16 h the reaction mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and 1N hydrochloric acid and separated. The organic layer was washed with saturated sodium chloride, dried (MgSO4), filtered and concentrated under reduced pressure to give a white solid. The solid was recrystallized from hexane/ethyl acetate to provide 4-{4-[(2-tert-butylphenoxy)methyl]piperidin-1-yl}-2,2-dimethyl-4-oxobutanoic acid (0.19 g, 72percent) as a white powder. 1H NMR (300 MHz, CDCl3) delta 7.33-7.25 (m, 1H), 7.21-7.14 (m, 1H), 6.95-6.87 (m, 1H), 6.86-6.81 (m, 1H), 4.79-4.70 (m, 3H), 4.05-3.95 (m, 1H), 3.93-3.80 (m, 2H), 3.23-3.10 (m, 1H), 2.77-2.60 (m, 3H), 2.25-1.75 (m, 3H), 1.38 (s, 9H), 1.33 (s, 6H).

As the paragraph descriping shows that 17347-61-4 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2202223; (2010); 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.,184950-35-4

1-methyl-5-propoxy-1 H-pyrazole-3-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) were added to chloroform (amylene addition 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-5-propoxy-1 H-pyrazole-3-carboxamide (Hereinafter referred to as the present amide compound (7)).1.62 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

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.

5- (4-methoxymethyl-2,3,5,6-tetrafluorobenzyl) oxymethyl isoxazole-3-carboxylic acid (0.20 g, 0.6 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.10 g, 0.9 mmol), Triethylamine (0.07 g, 0.7 mmol) And 1-hydroxybenzotriazole (0.01 g, 0.07 mmol) were added to chloroform (amylene addition product) (2 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.13 g, 0.7 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) -5- (4-methoxymethyl-2,3,5,6-tetrafluorobenzyl) oxymethyl isoxazole-3-carboxamide (hereinafter, this amide compound (29) I write down. 0.12 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 147 (0467) Tetrahydrofuran-3-ylmethylamine hydrochloride (200 mg, 1.45 mmol) and a 1 mol/L aqueous sodium hydroxide solution (10 mL) were simultaneously added to a toluene solution (10 mL) of 5-(1,1-difluoro-1-phenylmethyl)isoxazole-3-carboxylic acid chloride (< 0.60 mmol), under ice-water cooling. The mixture was vigorously stirred under ice-water cooling for 1 hour, and then the reaction mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 190 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(1,1-difluoro-1-phenylmeth yl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (155)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)):1.61-1.72(m, 1H), 2.03-2.14(m, 1H), 2.52-2.62 (m, 1H), 3.44-3.49(m, 2H), 3.58(dd, J=8.8, 5.2Hz, 1H), 3. 72-3. 79 (m, 1H), 3.82-3.86(m, 1H), 3. 88-3. 94 (m, 1H), 6.86-6.88(m, 1H), 6.92(brs, 1H), 7.46-7.61(m, 5H) 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