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.

5-Benzyloxymethyl isoxazole-3-carboxylic acid (0.59 g, 2.5 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.39 g, 2.8 mmol), Triethylamine (0.28 g, 2.8 mmol) And 1-hydroxybenzotriazole (0.04 g, 0.28 mmol) Was added to chloroform (amylene added product) (15 mL). To the mixture, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.54 g, 2.8 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 over 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-benzyloxymethyl isoxazole-3-carboxamide (hereinafter referred to as present amide compound (13) It is written. ) 0.35 g.

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; 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- (3-trifluoromethylbenzyl) isoxazole-3-carboxylic acid (242 mg, 0.89 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (155 mg, 1.15 mmol), Triethylamine (0.32 mL, 2.30 mmol) And 1 – hydroxybenzotriazole (15 mg, 0.11 mmol) Was added to chloroform (amylen added product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (220 mg, 1.15 mmol) was added at room temperature, After stirring overnight, it was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (3-trifluoromethylbenzyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (158)) 130 mg 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 151 (0471) 5-(Naphthalen-2-ylmethyl)isoxazole-3-carboxylic acid (204 mg, 0.81 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (204 mg, 1.48mmol), triethylamine (0.38 mL, 2.75 mmol) and 1-hydroxybenzotriazole (14 mg, 0.11 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (264 mg, 1.38 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-(naphthalen-2-ylmethyl)iso xazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (159)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)):1.60-1.72(m, 1H), 2.02-2.12(m, 1H), 2.52-2.61(m, 1H), 3.41-3.46(m, 2H), 3.57(dd, J=9.0, 5.3Hz, 1H), 3.72-3.79(m, 1H), 3.82-3.93(m, 2H), 4.29(s, 2H), 6.43(d, J=3. 9Hz, 1H), 6.90(brs, 1H), 7. 34-7. 38 (m, 1H), 7. 46-7. 53 (m, 2H), 7.71(s, 1H), 7.78-7.86(m, 3H)

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

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

B. 6-Bromo-N2-((tetrahydrofuran-3-yl)methyl)pyrazine-2,3-diamine.3,5-Dibromopyrazin-2-amine (253 mg, 1 mmol), (tetrahydrofuran-3-yl)methanamine hydrochloride (0.33 g, 2.4 mmol), diisopropylethylamine (0.5 mL), and n-butanol (2 mL) were heated in a Biotage Emrys Optimizer microwave reactor at 200 C for 2 h. The reaction was purified on silica gel column (0-10% methanol in ethyl acetate) to give a tan solid (140 mg, 51% yield). MS (ESI) m/z 303.3 [M+l]+., 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; SIGNAL PHARMACEUTICALS, LLC; WO2008/51493; (2008); A2;,
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 5 (0218) 5-[2-(1-Naphthyloxy)ethyl]pyridine-2-carboxylic acid sodium salt (300 mg, 0.95 mmol) obtained in Reference Production Example 14, (tetrahydrofuran-3-yl)methylamine hydrochloride (176 mg, 1.25 mmol) and 1-hydroxybenzotriazole (14 mg, 0.10 mmol) were added to chloroform (6 mL), and triethylamine (0.29 mL, 2.05 mmol) was further added, then 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (225 mg, 1.18 mmol) was added, and the mixture was stirred at room temperature for 4 hours, and concentrated under reduced pressure conditions. The residue was applied to a silica gel column chromatography to obtain 319 mg of N-(tetrahydrofuran-3-ylmethyl)-5-[2-(1-naphthyloxy)ethyl]pyridine-2-carboxylic acid amide (hereinafter, referred to as Compound of the Present Invention (5).) represented by the following formula. Compound of the Present Invention (5) (0219) 1H-NMR (CDCl3, TMS) delta(ppm): 1.66-1.76 (m, 1H), 2.03-2.14 (m, 1H), 2.56-2.65 (m, 1H), 3.29-3.35 (m, 2H), 3.47-3.54 (m, 2H), 3.58-3.64 (m, 1H), 3.73-3.81 (m, 1H), 3.85-3.95 (m, 2H), 4.38-4.43 (m, 2H), 6.78-6.81 (m, 1H), 7.35-7.37 (m, 1H), 7.41-7.51 (m, 2H), 7.77-7.89 (m, 3H), 8.13-8.22 (m, 3H), 8.57-8.60 (m, 1H)., 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; AWASAGUCHI, Kenichiro; (20 pag.)US2017/144995; (2017); 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 242 (0563) 5-[3-(3-Fluorophenyl)propyl]isoxazole-3-carboxylic acid (0.25 g, 1.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.21 g, 1.5 mmol), triethylamine (0.15 g, 1.5 mmol) and 1-hydroxybenzotriazole (0.01 g, 0.1 mmol) were added to chloroform (amylene addition product) (2.5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.23 g, 1.2 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 0.22 g of N-(tetrahydrofuran-3-ylmethyl)-5-[3-(3-fluorophenyl)propyl] isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (251)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.63-1.73(1H, m), 2.00-2.13(3H, m), 2.52-2.62(1H, m), 2.69(2H, t), 2.81(2H, t), 3.46(2H, t), 3.59(1H, dd), 3.73-3.80(1H, m), 3.83-3.95(2H, m), 6.46(1H, s), 6.85-6.98(4H, m), 7.22-7.29 (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

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 141 (0461) 5-(6-Phenoxyhexyl)isoxazole-3-carboxylic acid (0.72 g, 2.5 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.42 g, 3.0 mmol), triethylamine (0.31 g, 3.0 mmol) and 1-hydroxybenzotriazole (0.04 g, 0.30 mmol) were added to chloroform (amylene addition product) (8 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.58 g, 2. 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 0.77 g of N-(tetrahydrofuran-3-ylmethyl)-5-(6-phenoxyhexyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (148)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.40-1.56(4H, m), 1.64-1.68(1H, m), 1.72-1.82(4H, m), 2.04-2.13(1H, m), 2.52-2.62(1H, m), 2.81(2H, t), 3.46(2H, dt), 3.58(1H, dd), 3.73-3.79(1H, m), 3.86(1H, dd), 3.88-3.93(1H, m), 3.95(2H, t), 6.45(1H, s), 6.87-6.95(4H, m), 7.27-7.29(2H, 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.

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.16 g, 1.2 mmol) And triethylamine (0.12 g, 1.2 mmol) Was added to chloroform (amylene added product) (5 mL). To the mixture, 5- (3-phenylbenzyl) oxymethyl isoxazole-3-carboxylic acid (0.25 g, 0.8 mmol) at room temperature, 1-Hydroxybenzotriazole (0.01 g, 0.08 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.22 g, 1.2 mmol) After stirring for 3 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, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (3-phenylbenzyl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (113)) 0.21 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 127 (0443) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.45 g, 3.26 mmol) and triethylamine (0.33 g, 3.26 mmol) were added to chloroform (amylene addition product) (13 mL). 5-(2-Cyclopentylethyl)oxymethylisoxazole-3-carboxylic acid (0. 65 g, 2.72 mmol), 1-hydroxybenzotriazole (0.04 g, 0.27 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.63 g, 3.26 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 sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.85 g of N-(tetrahydrofuran-3-ylmethyl)-5-(2-cyclopentylethyl)oxymet hylisoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (132)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.05-1.13(2H, m), 1.46-1.90(10H, m), 2.05-2.13(1H, m), 2.53-2.63(1H, m), 3.45-3.48(2H, m), 3.52-3.56(2H, m), 3.57-3.61(1H, m), 3.74-3.80(1H, m), 3.84-3.94(2H, m), 4.61(2H, s), 6.70(1H, s), 6.94(1H, br s), 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.

Production Example 249 (0570) 5-(1-Fluoro-2-naphthylmethoxymethyl)isoxazole-3-carbo xylic acid (0.59 g, 1.5 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.83 g, 6.0 mmol), triethylamine (0.61 g, 6.0 mmol) and 1-hydroxybenzotriazole (0.06 g, 0.4 mmol) were added to a mixed solvent of chloroform (amylene addition product) (4 mL) and tetrahydrofuran (4 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.92 g, 4.8 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 0.07 g of N-(tetrahydrofuran-3-ylmethyl)-5-(1-fluoro-2-naphthylmethox ymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (258)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.60-1.73 (1H, m), 2.03-2.14 (1H, m), 2.52-2.63 (1H, m), 3.46 (2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95(2H, m), 4.69(2H, s), 4.86(2H, s), 6.76 (1H, s), 6.93 (1H, br s), 7.40-7.52 (1H, m), 7.52-7.59(2H, m), 7.66(1H, d), 7.81-7.88 (1H, m), 8.07-8.14 (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