Category: 184950-35-4

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 5 (0316) 1-Methyl-3-pentyl-1H-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) were added to chloroform (amylene addition product) (60 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.92 g, 10 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 2.61 g of N-(tetrahydrofuran-3-ylmethyl)-1-methyl-3-pentyl-1H-pyrazol e-5-carboxamide (hereinafter, referred to as Compound of Present Invention (5)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.90(3H, t), 1.29-1.39(3H, m), 1.59-1.72(5H, m), 2.05-2.14(2H, m), 2.53-2.62(2H, m), 3. 42 (2H, t), 3.61-3.63(1H, m), 3.74-3.76(1H, m), 3.79-3.85(1H, m), 3.92-3.94(1H, m), 4.11(3H, s), 6.15(1H, br s), 6.26(1H, s), 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 155 (0475) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.17 g, 1.22 mmol) and triethylamine (0.12 g, 1.22 mmol) were added to chloroform (amylene addition product) (6 mL). 5-(3-Phenoxybenzyl)isoxazole-3-carboxylic acid (0.30 g, 1.02 mmol), 1-hydroxybenzotriazole (0.01 g, 0.10 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.23g, 1.22 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 0.31 g of N-(tetrahydrofuran-3-ylmethyl)-5-(3-phenoxybenzyl)isoxazole -3-carboxamide (hereinafter, referred to as Compound of Present Invention (163)) represented by the following formula. 1H-NMR ( CDCl3, TMS, delta(ppm)):1.62-1.71(1H, m), 2.03-2.11(1H, m), 2.51-2.61(1H, m), 3.43-3.46(2H, m), 3.56-3.59(1H, m), 3.73-3.79(1H, m), 3.82-3.94(2H, m), 4.08(2H, s), 6.41(1H, s), 6.90-7.02(6H, m), 7.10-7.14(1H, m), 7.28-7.37(3H, m), 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.

Under nitrogen atmosphere, to a mixture of 1.4 g of (tetrahydrofuran-3-yl)methylamine hydrochloride (Reference Production Example 3) and 20 ml of anhydrous tetrahydrofuran, 1.0 g of triethylamine was added at room temperature and: stirred for 30 minutes. To the mixed liquid, 0.63 g of (2E, 4E) -hepta-2 , 4-dienoic acid and 1.9 g of l-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride were added, and stirred for 4 hours at room temperature. Then, to the reaction mixture, water was added and extracted with ethyl acetate 2 times. The organic layer was washed with brine, and dried over anhydrous sodium sulfate, then, concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give 0.75 g of (2E, 4E) -N- (tetrahydrofuran-3-ylmethyl) hepta-2, 4-dienamide of the formula :(hereinafter, referred to as The Present Compound (5)).( 5 )[0105]The Present Compound (5)1H NMR (GDC13) : delta ppm: 7.24-7.16 (1H, m) , 6.15-6.10 (2H, m) , 5.74 (1H, d) , 5.61 (1H, brs), 3.89 (1H, td) , 3.81 (1H, dd) , 3.74 (1H, q) , 3.55 (1H, dd) , 3.42-3.31 (2H, m) , 2.57-2.47 (1H, m) , 2.22-2.14 (2H, m) , 2.09-1.99 (1H, m) , 1.67-1.57 (1H, m) , 1.03 (3H, t)

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; MATSUO, Noritada; OHSHITA, Jun; WO2012/133861; (2012); 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 – [(2,2,2-trifluoroethyl) oxymethyl] isoxazole-3-carboxylic acid (0.30 g, 1.3 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.22 g, 1.6 mmol), Triethylamine (0.16 g, 1.6 mmol) And 1-hydroxybenzotriazole (0.02 g, 0.16 mmol) Was added to chloroform (amylene added product) (4 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.31 g, 1.6 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, The following equationIndicated by N- (tetrahydrofuran-3-ylmethyl) -5 – [(2,2,2-trifluoroethyl) oxymethyl] isoxazole-3-carboxamide (Less than, This amide compound (128) is described. ) 0.32 g was obtained.

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

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 219 (0539) 5-[3-(2-Naphthyl)propyl]isoxazole-3-carboxylic acid (0.56 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), triethylamine (0.25 g, 2.4 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.24 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 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 0.49 g of N-(tetrahydrofuran-3-ylmethyl)-5-[3-(2-naphthyl)propyl]isox azole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (228)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.66-1.73(1H, m), 2.06-2.19 (3H, m), 2.54-2.61(1H, m), 2.83-2.87 (4H, m), 3.46 (2H, t), 3.58-3.60(1H, m), 3.75-3.79(1H, m), 3.84-3.94(2H, m), 6.48(1H, s), 6.93(1H, s), 7.32(1H, dd), 7.42-7.49(2H, m), 7.62(1H, s), 7.78-7.83(3H, 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 153 (0473) Tetrahydrofuran-3-ylmethylamine hydrochloride (150 mg, 1.09 mmol) and a 1 mol/L aqueous sodium hydroxide solution (8 mL) were simultaneously added to a toluene solution (10 mL) of 5-(benzo[b]thiophen-2-ylmethy)isoxazole-3-carboxylic acid chloride (< 0.38 mmol), under ice-water cooling. The mixture was vigorously stirred for 30 minutes under ice-water cooling, and then the reaction mixture was extracted once 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 104 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(benzo[b]thiophen-2-ylmeth y)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (161)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)):1.62-1.71(m, 1H), 2.03-2.13(m, 1H), 2.50-2.63(m, 1H), 3.43-3.48 (m, 2H), 3. 58 (dd, J=8. 9, 5. 3Hz, 1H), 3.72-3.79(m, 1H), 3.82-3.94(m, 2H), 4.41(s, 2H), 6.58(s, 1H), 6.91 (s, 1H), 7.16(s, 1H), 7.29-7.37(m, 2H), 7.69-7.73(m, 1H), 7.76-7.81(m, 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 255 (0576) 5-(2-Fluorobenzyloxymethyl)isoxazole-3-carboxylic acid (0.75 g, 3.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.62 g, 4.5 mmol), triethylamine (0.46 g, 4.5 mmol) and 1-hydroxybenzotriazole (0.04 g, 0.3 mmol) were added to chloroform (amylene addition product) (7.5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.69 g, 3. 6 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 0.44 g of N-(tetrahydrofuran-3-ylmethyl)-5-(2-fluorobenzyloxymethyl)i soxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (264)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.62-1.73 (1H, m), 2.05-2.14 (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), 4.68(2H, s), 4.69(2H, s), 6.74 (1H, s), 6.95 (1H, br s), 7.03-7.10 (1H, m), 7.13-7.19 (1H, m), 7.28-7.35 (1H, m), 7.38-7.45 (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

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 244 (0565) Tetrahydrofuran-3-ylmethylamine hydrochloride (1.00 g, 7.26 mmol) and a 1 mol/L aqueous sodium hydroxide solution (16 mL) were simultaneously added at room temperature to the ethyl acetate solution (30 mL) of 5-[(2-naphthylmethy)thiomethyl]isoxazole-3-carboxylic acid chloride (< 3.67 mmol) obtained in Reference Production Example 197. After vigorously stirring the mixture at room temperature for 1 hour, a 1 mol/L aqueous sodium hydroxide solution was added to the mixture. The fractionated organic layer was sequentially washed with water and saturated saline water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure.. The residue was applied to a silica gel column chromatography to obtain 480 mg of N-(tetrahydrofuran-3-ylmethyl)-5-[(2-naphthylmethyl)thiomet hyl]isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (253)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.75 (1H, m), 2.04-2.15 (1H, m), 2.52-2.62 (1H, m), 3.42-3.50(2H, m), 3.57-3.67(3H, m), 3.73-3.98 (5H, m), 6.59(1H, s), 6.89(1H, br s), 7.45-7.56(3H, m), 7.69 (1H, s), 7.79-7.88(3H, 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.

1-benzyl-1 H-1,2,3-triazole-4-carboxylic acid (0.96 g, 4.7 mmol) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.71 g, 5.2 mmol), Triethylamine (1.01 g, 10 mmol) And 1-hydroxybenzotriazole (0.08 g, 0.52 mmol) Was added to chloroform (amylene addition product) (30 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (1.00 g, 4.2 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate and it 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, 1-benzyl-1H-1,2,3-triazole-4-carboxamide represented by the following formula (hereinafter referred to as present amide compound (9)) 0.86 g 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

5- (2,3-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) Was added to chloroform (amylen added product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 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, Reduction It was concentrated under pressure. The residue was subjected to silica gel column chromatography, The following equation Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (2,3-difluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (274)) 0.25 g was obtained.

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