Analyzing the synthesis route of 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

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

(E/Z)-2-Nonenoic acid (547 mg, 3.50 mmol), triethylamine (708 mg, 7.00 mmol) and tetrahydrofuran-3-ylmethylamine hydrochloride (963mg, 7.00 mmol) were added to tetrahydrofuran (15 mL). To the mixture solution was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.33 g, 7.00 mmol) at room temperature, then the mixture was stirred at room temperature for 4 hours. Thereafter, water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with a saturated salt solution, and dried over anhydrous sodium sulfate, then filtered, and the filtrate was concentrated under reduced pressure. The residue was applied to a silica gel column chromatography, to obtain 0.48 g of (E)-N-(tetrahydrofuran-3-ylmethyl)-2-nonenamide (hereinafter, described as Compound (2) of the present invention) represented by the following formula.1H-NMR (CDCl3, TMS) delta (ppm) : 0.88 (t, 3H), 1.24-1.35 (m, 6H), 1.39-1.48 (m, 2H), 1.59-1.68 (m, 1H), 2.00-2.09 (m, 1H), 2.17 (dq, 2H), 2.48-2.56 (m, 1H), 3.30-3.38 (m, 2H), 3.55 (dd, 1H), 3.74 (dd, 1H), 3.81 (dd, 1H), 3.89 (td, 1H), 5.63 (br s, 1H), 5.75 (dt, 1H), 6.84 (dt, 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; IHARA, Hideki; AWANO, Tomotsugu; OHSHITA, Jun; MATSUO, Noritada; EP2813493; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

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-phenylethyl) isoxazole-3-carboxylic acid (0.43 g, 2.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), Triethylamine (0.24 g, 2.4 mmol) And 1-hydroxybenzotriazole (0.03 g, 0.24 mmol) were dissolved in chloroform (amylene addition 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 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- (2-phenylethyl) isoxazole-3-carboxamide (Hereinafter referred to as “present amide compound (24)”) 0.15 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; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

New learning discoveries about 184950-35-4

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

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

184950-35-4, 5- (3,5-dimethylbenzyloxymethyl) isoxazole-3-carboxylic acid (1 .06 g, 4.1 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0. 84 g, 6.1 mmol), Triethylamine (0.85 mL, 6.1 mmol) And 1 – hydroxybenzotriazole (0.05 g, 0.4 mmol) Was added to chloroform (amylen added product) (10 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.93 g, 4.9 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- (3,5-dimethylbenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (2 71)) 0.31 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

Some tips on 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

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

184950-35-4, Production Example 232 (0552) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.13 g, 0.95 mmol) and triethylamine (0.10 g, 0.95 mmol) were added to chloroform (amylene addition product) (5 mL). 5-(5-Phenyl-2-thienylmethoxymethyl)isoxazole-3-carboxylic acid (0.25 g, 0.79 mmol), 1-hydroxybenzotriazole (0.01 g, 0.08 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.18 g, 0.95 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 magnesium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.25 g of N-(tetrahydrofuran-3-ylmethyl)-5-(5-phenyl-2-thienylmethoxy methyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (241)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.63-1.72(1H, m), 2.04-2.13(1H, m), 2.52-2.62(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), 4.76 (2H, s), 6.74(1H, s), 6.94(1H, br), 6.01(1H, d), 7.19(1H, d), 7.28-7.31(1H, m), 7.36-7.40(2H, m), 7.56-7.60(2H, m)

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

Simple exploration of 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

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-methyl-3-pentyl-1 H-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) Was added to chloroform (amylene added 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-3-pentyl-1 H-pyrazole-5-carboxamide (Hereinafter referred to as present amide compound (5)) 2.61 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

Analyzing the synthesis route of 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

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 144 (0464) 5-(1-Fluorobutyl)isoxazole-3-carboxylic acid (120 mg, 0.64 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (114 mg, 0.83 mmol), triethylamine (0.23 mL, 1.65 mmol) and 1-hydroxybenzotriazole (9 mg, 0.06 mmol) were added to chloroform (amylene addition product) (3 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (160 mg, 0.83 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-(1-fluorobutyl)isoxazole-3 -carboxamide (hereinafter, referred to as Compound of Present Invention (151)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.00(t, 3H), 1.43-1.56(m, 2H), 1.63-1.72(m, 1H), 1.87-2.15(m, 3H), 2.54-2.63(m, 1H), 3.45-3.50(m, 2H), 3.59(dd, 1H), 3.73-3.80(m, 1H), 3.83-3.95(m, 2H), 5.59(ddd, 1H), 6.75-6.77(m, 1H), 6.94(brs, 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

Some tips on 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

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 (0.65 g, 4.70 mmol) and triethylamine (0.48 g, 4.70 mmol) Was added to chloroform (amylene added product) (20 mL). To the mixture, 5- (3-bromopropyl) isoxazole-3-carboxylic acid (1.00 g, 4.27 mmol) at room temperature, 1-Hydroxybenzotriazole (0.06 g, 0.43 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.98 g, 5.13 mmol) After stirring overnight, Dilute hydrochloric acid was added, It was extracted twice with chloroform. The organic layer was washed with saturated sodium bicarbonate water, After drying over anhydrous magnesium 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-bromopropyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (248)) 0. 91 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

Downstream synthetic route of 184950-35-4

184950-35-4, 184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

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 250 (0571) 5-(2,5-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) 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 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 0.17 g of N-(tetrahydrofuran-3-ylmethyl)-5-(2,5-difluorobenzyloxymeth yl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (259)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.73 (1H, m), 2.05-2.14 (1H, m), 2.53-2.64 (1H, m), 3.47(2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95(2H, m), 4.65(2H, s), 4.71(2H, s), 6.76(1H, s), 6.95(1H, br s), 6.95-7.06(2H, m), 7.12-7.17(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

New learning discoveries about 184950-35-4

184950-35-4, 184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

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 51 (0366) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.38 g, 2.75 mmol) and triethylamine (0.28 g, 2.75 mmol) were added to chloroform (amylene addition product) (8 mL). 2-Butyl-2H-tetrazole-5-carboxylic acid (0.39 g, 2.29 mmol), 1-hydroxybenzotriazole (0.03 g, 0.23 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.53g, 2. 75 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 magnesium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.51 g of N-(tetrahydrofuran-3-ylmethyl)-2-butyl-2H-tetrazole-5-carbo xamide (hereinafter, referred to as Compound of Present Invention (56)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.97(3H, t), 1.32-1.41(2H, m), 1.66-1.75(1H, m), 2.01-2.13(3H, m), 2.58-2.68(1H, m), 3.53-3.56(2H, m), 3.61-3.64(1H, m), 3.75-3.80(1H, m), 3.85-3.96(2H, m), 4.69(2H, t), 7.31(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

Brief introduction of 184950-35-4

184950-35-4, As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

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 (1.71 g, 12.4 mmol) and triethylamine (1.89 g, 18.7 mmol) were added to tetrahydrofuran (10 mL). To the mixture solution was added (E)-2-octenoic acid chloride (1.00 g, 6.22 mmol) under ice cooling, then the mixture was stirred at room temperature for 4 hours. Thereafter, water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with an aqueous solution of sodium bicarbonate, and dried over anhydrous sodium sulfate, then filtered, and the filtrate was concentrated under reduced pressure. The residue was applied to a silica gel column chromatography, to obtain 1.25 g of (E)-N-(tetrahydrofuran-3-ylmethyl)-2-octenamide (hereinafter, described as Compound (1) of the present invention) represented by the following formula.1H-NMR (CDCl3, TMS) delta (ppm): 0.88 (t, 3H), 1.22-1.38 (m, 4H), 1.40-1.48 (m, 2H), 1.58-1.68 (m, 1H), 2.00-2.09 (m, 1H), 2.17 (dq, 2H), 2.46-2.57 (m, 1H), 3.30-3.38 (m, 2H), 3.55 (dd, 1H), 3.74 (dd, 1H), 3.82 (dd, 1H), 3.89 (td, 1H), 5.65 (br s, 1H), 5.75 (dt, 1H), 6.84 (dt, 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; IHARA, Hideki; AWANO, Tomotsugu; OHSHITA, Jun; MATSUO, Noritada; EP2813493; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem