Downstream synthetic route of 1532-84-9

1532-84-9, As the paragraph descriping shows that 1532-84-9 is playing an increasingly important role.

1532-84-9, Isoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 7 2-(2-Methylphenyl)imidazo[2,1-a]isoquinoline A mixture of 3.0 g of 1-aminoisoquinoline, 6.7 g of 2′-methyl-2-bromoacetophenone and 17.5 g of sodium bicarbonate in 50 ml of ethanol was refluxed for 2 hours. After being cooled, the reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and saturated saline, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel and recrystallized from dichloromethane/petroleum ether to give 4.4 g of the title compound as pale brown prisms. m.p.: 93.0 C.; IR(KBr): 3070-3020, 2960, 1640, 1604, 1538, 1515, 1480, 1458, 1382, 1316, 1208, 1193, 1144, 1120, 1078, 1045, 938, 870, 788, 770, 730, 700; NMR(CDCL): 8.90-8.60(1H,m), 8.15-7.83(1H,m), 7.79(1H,d,J=7.0 Hz), 7.70-7.10(7H,m), 6.90(1H,d,J=7.0 Hz), 2.54(3H,s)

1532-84-9, As the paragraph descriping shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; Shinnippon Pharmaceutical, Inc.; US6020342; (2000); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 1532-84-9

1532-84-9, The synthetic route of 1532-84-9 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.1532-84-9,Isoquinolin-1-amine,as a common compound, the synthetic route is as follows.

(a) 1,2,3,4-tetrahydroisoquinoline-6-amine monohydrochloride A solution of isoquinolin-amine ?Manske, R. H. F., et. al, J. Am. Chem. Soc., 72, 4997[(1950)] (4.40 g, 30.5 mmol) and platinum oxide (300 mg) in a solution of acetic acid (85 ml) and 2.5M hydrochloric acid (30 ml) was placed on a Paar Hydrogenator Apparatus and was pressurized with 45 psi of hydrogen for 16 h. The solvent was removed in vacuo and the resulting salt was partitioned between aqueous potassium carbonate and 20% isopropanol in methylene chloride. The dried (magnesium sulfate) organic phase was concentrated and the resulting oil was chromatographed on silica gel using 2% methanol in chloroform as eluent to give 3.08 g (93%) of the product as an oily solid. This product (3.08 g, 20.8 mmol) was taken up in 200 ml of ethanol and 1 equivalent of a 0.1000M hydrochloric acid solution was added. The solvent was removed to yield the monohydrochloride as a solid, MS 149 (M+H).

1532-84-9, The synthetic route of 1532-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astra Aktiebolag; US5807886; (1998); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 1532-84-9

Big data shows that 1532-84-9 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.1532-84-9,Isoquinolin-1-amine,as a common compound, the synthetic route is as follows.

To a stirred solution of 1-aminoisoquinoline (2.5 g, 17.3 MMOL) in methylene chloride (50 mi) was added 3-bromopropyl isocyanate (3.13 g, 19 MMOL) dissolved in methylene chloride (15 ML). The mixture was allowed to stir at room temperature overnight. The mixture was partitioned between methylene chloride (20 ml) and aqueous saturated sodium bicarbonate (20 ml). The organic layer was separated and washed with brine, dried over sodium sulfate and concentrated to give 4.97 G of a brown solid (92%). This was used directly in the next step., 1532-84-9

Big data shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; GENZYME CORPORATION; WO2004/63181; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 1532-84-9

As the paragraph descriping shows that 1532-84-9 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.1532-84-9,Isoquinolin-1-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 6 2-[(1,1′-Biphenyl)-4-yl]-imidazo[2,1-a]isoquinoline A solution of 4.32 g. (0.03 mole) of 1-amino-isoquinoline and 8.25 g. (0.03 mole) of [(1,1′-biphenyl)-4-yl]-bromomethyl-ketone in 100 ml. of chloroform was heated on a boiling water bath for about 10 minutes until a precipitate separated. The solvent was distilled off at atmospheric pressure and the residue was heated under vacuum for 30 minutes at 100 C. It was subsequently taken up with 50 ml of water and the resulting solution was made alkaline by means of 70 ml. of aqueous 10% sodium hydroxide. After extracting with 500 ml. of methylene chloride and evaporating the solvent, a residue was obtained which was re-crystallized from ethylene glycol monomethylether. Yield 3.0 g. M.p. 221-22 C., 1532-84-9

As the paragraph descriping shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; Gruppo Lepetit S.p.A.; US4275066; (1981); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 1532-84-9

Big data shows that 1532-84-9 is playing an increasingly important role.

1532-84-9, Isoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 6 A heterogenous mixture containing 14.4 g of 1-isoquinolinamine (0.1 m) and 14.12 g of dihydro-3-[(dimethylamino)methylene]-2(3H)-furanone was heated to 200 C. for 4 hours to yield a homogenous yellow orange solution which solidified upon cooling to ambient temperature. The solidified reaction mixture was titurated with methanol and ethyl acetate to yield 3-(2-hydroxyethyl)-4H-pyrimido[2,1-a]isoquinolin-4-one as a tan solid (18.0 g; 75% yield) of the formula STR26 having a melting point of 185.2-187.0 C. and the following elemental analysis: C14 H12 N2 O2 (MW=240.25): Calculated: C, 69.98; H, 5.04; N, 11.66. Found: C, 69.87; H, 5.00; N, 11.52., 1532-84-9

Big data shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; G. D. Searle & Co.; US4661592; (1987); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 1532-84-9

1532-84-9, As the paragraph descriping shows that 1532-84-9 is playing an increasingly important role.

1532-84-9, Isoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 7 2-(2-Methylphenyl)imidazo[2,1-a]isoquinoline A mixture of 3.0 g of 1-aminoisoquinoline, 6.7 g of 2′-methyl-2-bromoacetophenone and 17.5 g of sodium bicarbonate in 50 ml of ethanol was refluxed for 2 hours. After being cooled, the reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and saturated saline, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel and recrystallized from dichloromethane/petroleum ether to give 4.4 g of the title compound as pale brown prisms. m.p.: 93.0 C.; IR(KBr): 3070-3020, 2960, 1640, 1604, 1538, 1515, 1480, 1458, 1382, 1316, 1208, 1193, 1144, 1120, 1078, 1045, 938, 870, 788, 770, 730, 700; NMR(CDCL): 8.90-8.60(1H,m), 8.15-7.83(1H,m), 7.79(1H,d,J=7.0 Hz), 7.70-7.10(7H,m), 6.90(1H,d,J=7.0 Hz), 2.54(3H,s)

1532-84-9, As the paragraph descriping shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; Shinnippon Pharmaceutical, Inc.; US6020342; (2000); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 1532-84-9

Big data shows that 1532-84-9 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.1532-84-9,Isoquinolin-1-amine,as a common compound, the synthetic route is as follows.

To a stirred solution of 1-aminoisoquinoline (2.5 g, 17.3 MMOL) in methylene chloride (50 mi) was added 3-bromopropyl isocyanate (3.13 g, 19 MMOL) dissolved in methylene chloride (15 ML). The mixture was allowed to stir at room temperature overnight. The mixture was partitioned between methylene chloride (20 ml) and aqueous saturated sodium bicarbonate (20 ml). The organic layer was separated and washed with brine, dried over sodium sulfate and concentrated to give 4.97 G of a brown solid (92%). This was used directly in the next step., 1532-84-9

Big data shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; GENZYME CORPORATION; WO2004/63181; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 1532-84-9

As the paragraph descriping shows that 1532-84-9 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.1532-84-9,Isoquinolin-1-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 6 2-[(1,1′-Biphenyl)-4-yl]-imidazo[2,1-a]isoquinoline A solution of 4.32 g. (0.03 mole) of 1-amino-isoquinoline and 8.25 g. (0.03 mole) of [(1,1′-biphenyl)-4-yl]-bromomethyl-ketone in 100 ml. of chloroform was heated on a boiling water bath for about 10 minutes until a precipitate separated. The solvent was distilled off at atmospheric pressure and the residue was heated under vacuum for 30 minutes at 100 C. It was subsequently taken up with 50 ml of water and the resulting solution was made alkaline by means of 70 ml. of aqueous 10% sodium hydroxide. After extracting with 500 ml. of methylene chloride and evaporating the solvent, a residue was obtained which was re-crystallized from ethylene glycol monomethylether. Yield 3.0 g. M.p. 221-22 C., 1532-84-9

As the paragraph descriping shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; Gruppo Lepetit S.p.A.; US4275066; (1981); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 1532-84-9

Big data shows that 1532-84-9 is playing an increasingly important role.

1532-84-9, Isoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 6 A heterogenous mixture containing 14.4 g of 1-isoquinolinamine (0.1 m) and 14.12 g of dihydro-3-[(dimethylamino)methylene]-2(3H)-furanone was heated to 200 C. for 4 hours to yield a homogenous yellow orange solution which solidified upon cooling to ambient temperature. The solidified reaction mixture was titurated with methanol and ethyl acetate to yield 3-(2-hydroxyethyl)-4H-pyrimido[2,1-a]isoquinolin-4-one as a tan solid (18.0 g; 75% yield) of the formula STR26 having a melting point of 185.2-187.0 C. and the following elemental analysis: C14 H12 N2 O2 (MW=240.25): Calculated: C, 69.98; H, 5.04; N, 11.66. Found: C, 69.87; H, 5.00; N, 11.52., 1532-84-9

Big data shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; G. D. Searle & Co.; US4661592; (1987); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 1532-84-9

1532-84-9, As the paragraph descriping shows that 1532-84-9 is playing an increasingly important role.

1532-84-9, Isoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 7 2-(2-Methylphenyl)imidazo[2,1-a]isoquinoline A mixture of 3.0 g of 1-aminoisoquinoline, 6.7 g of 2′-methyl-2-bromoacetophenone and 17.5 g of sodium bicarbonate in 50 ml of ethanol was refluxed for 2 hours. After being cooled, the reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and saturated saline, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel and recrystallized from dichloromethane/petroleum ether to give 4.4 g of the title compound as pale brown prisms. m.p.: 93.0 C.; IR(KBr): 3070-3020, 2960, 1640, 1604, 1538, 1515, 1480, 1458, 1382, 1316, 1208, 1193, 1144, 1120, 1078, 1045, 938, 870, 788, 770, 730, 700; NMR(CDCL): 8.90-8.60(1H,m), 8.15-7.83(1H,m), 7.79(1H,d,J=7.0 Hz), 7.70-7.10(7H,m), 6.90(1H,d,J=7.0 Hz), 2.54(3H,s)

1532-84-9, As the paragraph descriping shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; Shinnippon Pharmaceutical, Inc.; US6020342; (2000); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem