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 29 (0340) 5-(4-Methoxymethyl-2,3,5,6-tetrafluorobenzyl)oxymethy lisoxazole-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). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.13 g, 0.7 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 0.12 g of N-(tetrahydrofuran-3-ylmethyl)-5-(4-methoxymethyl-2,3,5,6-t etrafluorobenzyl)oxymethylisoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (29)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)):1.63-1.68(1H, m), 2.03-2.12(1H, m), 2.51-2.61(1H, m), 3.39(3H, s), 3.45(2H, t), 3.58(1H, dd), 3.75(1H, dd), 3.83-3.85(1H, m), 3.89-3.91(1H, m), 4.57(2H, t), 4.68(2H, s), 4.71(2H, t), 6.74(1H, s), 6.94(1H, br 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 3 (0314) 1-Methyl-3-propyl-1H-pyrazole-5-carboxylic acid (1.68 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 at room temperature 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 2.02 g of N-(tetrahydrofuran-3-ylmethyl)-1-methyl-3-propyl-1H-pyrazol e-5-carboxamide (hereinafter, referred to as Compound of Present Invention (3)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.96(3H, t), 1.64-1.68(3H, m), 2.05-2.14(1H, m), 2.56-2.58(3H, m), 3.41-3.43(2H, m), 3.61-3.63(1H, m), 3.75-3.77(1H, m), 3.82-3.84(1H, m), 3.92-3.94(1H, m), 4.11(3H, s), 6.15(1H, s), 6.26(1H, 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.

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.23 g, 1.69 mmol) And triethylamine (0.17 g, 1.69 mmol) Was added to chloroform (amylene added product) (10 mL). To the mixture, 5- (4-phenoxybenzyl) oxymethyl isoxazole-3-carboxylic acid (0.46 g, 1.41 mmol) at room temperature, 1-Hydroxybenzotriazole (0.02 g, 0.14 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.32 g, 1.69 mmol) were added, After stirring at room temperature for 5 hours, Dilute hydrochloric acid was added, 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- (4-phenoxybenzyl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (11 7)) 0.29 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

5- (3,4-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, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, The following equation Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (3,4-difluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (263)) 0.36 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

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-butyl-1 H-pyrazole-3-carboxylic acid (0.82 g, 4.8 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.66 g, 4.8 mmol), Triethylamine (0.48 g, 4.8 mmol) And 1-hydroxybenzotriazole (0.07 g, 0.48 mmol) Was added to chloroform (amylene addition product) (30 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.92 g, 4.8 mmol) was added at room temperature, After stirring overnight at room temperature, it was 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, it was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -1-butyl-1 H-pyrazole-3-carboxamide (hereinafter referred to as the present amide compound (8)) 0.86 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

5- (1-fluoro-2-naphthylmethoxymethyl) isoxazole-3-carboxylic 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) Was added to chloroform (amylen added product) (4 mL) and tetrahydrofuran (4 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.92 g, 4.8 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 hydrogencarbonate solution and saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain the compound represented by the following formula Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (1-fluoro-2-naphthylmethoxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (258)) 0.07 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.

5- (naphthalen-1-ylmethyl) isoxazole-3-carboxylic acid (123 mg, 0.49 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (123 mg, 0.90 mmol), Triethylamine (0.23 mL, 1.66 mmol) And 1-hydroxybenzotriazole (9 mg, 0.06 mmol) Was added to chloroform (amylene addition product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (159 mg, 0.83 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Indicated below N- (tetrahydrofuran-3-ylmethyl) -5- (naphthalen-1-ylmethyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (160)) 95 mg 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

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.

To a toluene solution (10 mL) of 5- (benzo [b] thiophen-2-ylmethyl) isoxazole-3-carboxylic acid chloride ( Tetrahydrofuran-3-ylmethylamine hydrochloride (150 mg, 1.09 mmol) And 1 mol / L sodium hydroxide aqueous solution (8 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 once 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 equation Indicated by N- (Tetrahydrofuran-3-ylmethyl) -5- (benzo [b] thiophen-2-ylmethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (161)) 104 mg., 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 58 (0373) 5-(4-Trifluoromethylbenzyloxymethyl)isoxazole-3-carbo xylic acid (0.60g, 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 5 mL of chloroform (amylene addition product). 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 0.40 g of N-(tetrahydrofuran-3-ylmethyl)-5-(4-trifluoromethylbenzylox ymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (63)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.65-1.70(1H, m), 2.05-2.13(1H, m), 2.55-2.61(1H, m), 3.47(2H, dd), 3.60(1H, dd), 3.77(1H, dd,), 3.86(1H, dd), 3.91-3.93(1H, m), 4.67(2H, s), 4.69(2H, s), 6.75(1H, s), 6.94(1H, s), 7.47(2H, d), 7.63(2H, 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

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- (4-chloro-3-fluorobenzyloxymethyl) 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 (amylene 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 a saturated aqueous sodium hydrogen carbonate solution, Wash with saturated brine , Dried over 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- (4-chloro-3-fluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as this amide compound (276)) 0.18 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