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.

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.20 g, 1.48 mmol) And triethylamine (0.15 g, 1.48 mmol) Was added to chloroform (amylene added product) (8 mL). To the mixture, 5- (2-methyl-3-phenylbenzyl) oxymethyl isoxazole-3-carboxylic acid (0.40 g, 1.24 mmol) at room temperature, 1-Hydroxybenzotriazole (0.02 g, 0.12 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) Carbodiimide hydrochloride (0.28 g, 1.48 mmol) was added, 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, The following equationIndicated by N- (tetrahydrofuran-3-ylmethyl) -5- (2-methyl-3-phenylbenzyl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as amide compound (123)) 0.38 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 23 (0334) 5-Phenyloxymethylisoxazole-3-carboxylic acid (0.31 g, 1.4 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.24 g, 1.7 mmol), triethylamine (0.17 g, 1.7 mmol) and 1-hydroxybenzotriazole (0.02 g, 0.17 mmol) were added to chloroform (amylene addition product) (3 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.33 g, 1.7 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 0.15 g of N-(tetrahydrofuran-3-ylmethyl)-5-phenyloxymethylisoxazole-3 -carboxamide (hereinafter, referred to as Compound of Present Invention (23)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)): 1.66-1.69 (1H, m), 2.06-2.14 (1H, m), 2.56-2.60(1H, m), 3.46(2H, t), 3.60(1H, dd), 3.76-3.78(1H, m), 3.85-3.87(1H, m), 3.91-3.93(1H, m), 5.20(2H, s), 6.80(1H, s), 6.94-6.97(3H, m), 7.00-7.05(1H, m), 7.29-7.34(2H, 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

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

5- (2-fluorobenzyloxymethyl) isoxazole-3-carboxylic acid (0.7 5 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) Was added to chloroform (amylene addition product) (7.5 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 residue, And extracted three times with ethyl acetate. The organic layer was washed with a 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 formula Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (2-fluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (264)) 0.44 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

Simple exploration of 184950-35-4

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.

Ethyl 3-butyl-1,2,4-oxadiazole-5-carboxylate (0.40 g, 2 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (2.75 g, 20 mmol) And diisopropylethylamine (2.58 g, 20 mmol) Was added to ethanol (40 mL) And the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, Water was added to the residue, And extracted three times 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) -3-butyl-1,2,4-oxadiazole-5-carboxamide (Hereinafter referred to as amide compound (58)) 0.43 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

Simple exploration of 184950-35-4

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.

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.07 g, 0.49 mmol) And triethylamine (0.05 g, 0.49 mmol) Was added to chloroform (amylene addition product) (3 mL). To the mixture, At room temperature 5- (1,4-benzodioxan-2-ylmethyl) oxymethyl isoxazole-3-carboxylic acid (0.12 g, 0.41 mmol) 1-Hydroxybenzotriazole (0.01 g, 0.04 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.10 g, 0.49 mmol) were added, After stirring at room temperature for 6 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, 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- (1,4-benzodioxan-2-ylmethyl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (120)) 0.08 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

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

5- (3-chloro-4-fluorobenzyloxymethyl) isoxazole-3-carboxylic acid (2.55 g, 8.9 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (1.84 g, 13.4 mmol), Triethylamine (1.87 mL, 13.4 mmol) And 1-hydroxybenzotriazole (0.12 g, 0.9 mmol) Was added to chloroform (amylene added product) (20 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (2.05 g, 10.7 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-chloro-4-fluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (261)) 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

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

5- (4-methyl-2,3,5,6-tetrafluorobenzyloxymethyl) isoxazole-3-carboxylic acid (0.29 g, 0.9 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) Was added to chloroform (amylene added product) (2.5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.23 g, 1.2 mmol) was added at room temperature, After stirring overnight at room temperature, 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- (4-methyl-2,3,5,6-tetrafluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (273)) 0.06 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

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

Production Example 152 (0472) 5-(Naphthalen-1-ylmethyl)isoxazole-3-carboxylic acid (123 mg, 0.49 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (123 mg, 0.90mmol), triethylamine (0.23 mL, 1.66 mmol) and 1-hydroxybenzotriazole (9 mg, 0.06 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (159mg, 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 95 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(naphthalen-1-ylmethyl)iso xazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (160)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)):1.57-1.67(m, 1H), 1.99-2.08(m, 1H), 2.48-2.60(m, 1H), 3.36-3.44(m, 2H), 3.52-3.57(m, 1H), 3.69-3.93(m, 3H), 4.55(s, 2H), 6.27(s, 1H), 6.96(brs, 1H), 7.37-7.54(m, 4H), 7.80-7.85(m, 1H), 7.86-7.92(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

Downstream synthetic route of 184950-35-4

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

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.

184950-35-4, 5- (2-phenoxyethyloxymethyl) isoxazole-3-carboxylic acid (1.40 g, 5.3 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.88 g, 6.4 mmol), Triethylamine (0.65 g, 6.4 mmol) And 1-hydroxybenzotriazole (0.08 g, 0.64 mmol) were added to chloroform (amylene addition product) (20 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (1.23 g, 6.4 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-phenoxyethyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (149)) 1.60 g was obtained.

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

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.

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-Benzyloxymethylthiazole-2-carboxylic acid (0.11 g, 0.43 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.07 g, 0.51 mmol), Triethylamine (0.05 g, 0.51 mmol) And 1-hydroxybenzotriazole (0.01 g, 0.05 mmol) Was added to chloroform (amylene added product) (2 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.10 g, 0.51 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-benzyloxymethylthiazole-2-carboxamide (Hereinafter referred to as the present amide compound (48)) 0.11 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.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem