Category: 184950-35-4

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 128 (0444) 5-(3-Phenylpropoxymethyl)isoxazole-3-carboxylic acid (0.60 g, 2.3 mmol) was added to chloroform (amylene addition product) (12 mL), and cooled to 0C. Triethylamine (0.48 ml, 3.4 mmol), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.66 g, 3.4 mmol) and 1-hydroxybenzotriazole (0.47 g, 3.4 mmol) were added thereto, and the mixture was stirred for 10 minutes. Tetrahydrofuran-3-ylmethylamine (0.26 g, 2.5 mmol) was added to the mixture, and the mixture was stirred at room temperature for 18 hours. Then, water was added thereto, and the 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 0.31 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-phenylpropoxymethyl)iso xazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (132)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.70-1.65(m, 1H), 1.96-1.89(m, 2H), 2.10-2.06(m, 1H), 2.59-2.56(m, 1H), 2. 69 (t, 2H), 3.46(t, 2H), 3.52(t, 2H), 3.59-3.57(m, 1H), 3.77-3.73(m, 1H), 3.94-3.79(m, 2H), 4.60(s, 2H), 6.69(s, 1H), 6.94(s, 1H), 7.20-7.16(m, 3H), 7.29-7.27(m, 2H)

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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 269 (0590) 5-(2,4-Difluorobenzyloxymethyl)isoxazole-3-carboxylic acid (1.20 g, 4.5 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.92 g, 6.7 mmol), triethylamine (0.93 mL, 6.7 mmol) and 1-hydroxybenzotriazole (0.06 g, 0.4 mmol) were added to chloroform (amylene addition product) (10 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.03 g, 5.4 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 0.78 g of N-(tetrahydrofuran-3-ylmethyl)-5-(2,4-difluorobenzyloxymeth yl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (278)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.72 (1H, m), 2.04-2.14 (1H, m), 2.52-2.63 (1H, m), 3.47 (2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95(2H, m), 4.62(2H, s), 4.68 (2H, s), 6.74(1H, s), 6.81(1H, dt), 6.89(1H, dt), 6.93(1H, br s), 7.35-7.42(1H, m), 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (1-phenylcyclopropyl) isoxazole-3-carboxylic acid chloride ( In toluene solution (20 mL) Tetrahydrofuran-3-ylmethylamine hydrochloride (250 mg, 1.82 mmol) And 1 mol / L sodium hydroxide aqueous solution (20 mL) Were simultaneously added under cooling with ice water. After vigorously stirring for 30 minutes under cooling with ice water, The reaction mixture was 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- (1-phenyl-cyclopropyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (156)) 504 mg was obtained., 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; 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

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.20 g, 1.44 mmol) And triethylamine (0.15 g, 1.44 mmol) Was added to chloroform (amylene added product) (6 mL). To the mixture, At room temperature 5-cyclopentylmethoxymethyl isoxazole-3-carboxylic acid (0.27 g, 1.20 mmol), 1-Hydroxybenzotriazole (0.02 g, 0.12 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.28 g, 1.44 mmol) After stirring for 5 hours, Dilute hydrochloric acid was added, It was extracted twice with chloroform. The organic layer was washed with saturated sodium bicarbonate water, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography , The following formulaIndicated by N- (tetrahydrofuran-3-ylmethyl) -5-cyclopentylmethoxymethyl isoxazole-3-carboxamide (Hereinafter referred to as amide compound (131)) 0.33 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 108 (0424) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.16 g, 1.2 mmol) and triethylamine (0.12 g, 1.2 mmol) were added to chloroform (amylene addition product) (5 mL). 5-(3-Phenylbenzyloxymethyl)isoxazole-3-carboxylic acid (0.25 g, 0.8 mmol), 1-hydroxybenzotriazole (0.01 g, 0.08 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.22 g, 1.2 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 sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.21 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-phenylbenzyloxymethyl)i soxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (113)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)): 1.63-1.71(1H, m), 2.04-2.13(1H, m), 2.52-2.63(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), 4.69 (2H, s), 6.74(1H, s), 6.95(1H, br s), 7.32-7.38(2H, m), 7.43-7.47(3H, m), 7.55-7.61(4H, m), 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

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 145 (0465) 5-(Hydroxyphenylmethyl)isoxazole-3-carboxylic acid (2.56 g, 10.4 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (1.77 g, 13.0 mmol), triethylamine (1.31 g, 13.0 mmol) and 1-hydroxybenzotriazole (0.18 g, 1.3 mmol) were added to chloroform (amylene addition product) (13 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (2. 42 g, 13.0 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 concentrate, and the 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 2.78 g of N-(tetrahydrofuran-3-ylmethyl)-5-(1-phenyl-1-hydroxymethyl) isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (152)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.64-1.67(1H, m), 2.03-2.12(1H, m), 2.53-2.59(1H, m), 3.43-3.46(2H, m), 3.58(1H, dd), 3.76(1H, dd), 3.84(1H, dd), 3.89-3.91(1H, m), 5.97(1H, s), 6.61(1H, s), 6.95(1H, s), 7.37-7.45(5H, 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

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-butylisoxazole-3-carboxylic acid (0.50 g, 3.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.50 g, 3.6 mmol), Triethylamine (0.36 g, 3.6 mmol) And 1-hydroxybenzotriazole (0.05 g, 0.36 mmol) Was added to chloroform (amylene added product) (20 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.69 g, 3.6 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-butylisoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (11)) 0.28 g

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 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.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