Pyrazino[2,1-a]isoindole, 1,2,3,4,6,10b-hexahydro-1-methyl- (9CI)

Base Information

• Chemical Name: Pyrazino[2,1-a]isoindole, 1,2,3,4,6,10b-hexahydro-1-methyl- (9CI)
• CAS No.: 79017-19-9
• Molecular Formula: C₁₂H₁₆N₂
• Molecular Weight: 188.272
• Mol file: 79017-19-9.mol

Synonyms:Pyrazino[2,1-a]isoindole, 1,2,3,4,6,10b-hexahydro-1-methyl- (9CI);1-METHYL-1,2,3,4,6,10B-HEXAHYDROPYRAZINO[2,1-A]ISOINDOLE

Chemical Property of Pyrazino[2,1-a]isoindole, 1,2,3,4,6,10b-hexahydro-1-methyl- (9CI)

Chemical Property:

• PSA: 15.27000
• LogP: 1.80170

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyrazino[2,1-a]isoindole, 1,2,3,4,6,10b-hexahydro-1-methyl- (9CI)

There total 8 articles about Pyrazino[2,1-a]isoindole, 1,2,3,4,6,10b-hexahydro-1-methyl- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3-(1-nitroethyl)-1(3H)-isobenzofuranone (79017-08-6,97049-60-0,97049-75-7) → 1α-methyl-1,2,3,4,6,10b-hexahydropyrazino<2,1-a>isoindole (79017-19-9,79017-45-1,79017-20-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / K₂CO₃ / acetone / 18 h / Ambient temperature

2: sodium acetate / acetonitrile / 4 h

3: 0.880 g / H₂ / 10percent Pd/C / acetic acid; H₂O / 18 h / 2585.7 Torr / Ambient temperature

4: H₂ / 10percent Pd/C / methanol; aq. HCl / 48 h / 760 Torr / Ambient temperature

5: 1 M solution of diborane / tetrahydrofuran / 18 h / Heating

With hydrogen; sodium acetate; potassium carbonate; diborane; palladium on activated charcoal; In tetrahydrofuran; hydrogenchloride; methanol; water; acetic acid; acetone; acetonitrile;

DOI:10.1139/v85-061

Reference yield:

2-<(2-methyl-2-nitro)ethylene>benzoic acid methyl ester (97049-77-9) → 1α-methyl-1,2,3,4,6,10b-hexahydropyrazino<2,1-a>isoindole (79017-19-9,79017-45-1,79017-20-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium acetate / acetonitrile / 4 h

2: 0.880 g / H₂ / 10percent Pd/C / acetic acid; H₂O / 18 h / 2585.7 Torr / Ambient temperature

3: H₂ / 10percent Pd/C / methanol; aq. HCl / 48 h / 760 Torr / Ambient temperature

4: 1 M solution of diborane / tetrahydrofuran / 18 h / Heating

With hydrogen; sodium acetate; diborane; palladium on activated charcoal; In tetrahydrofuran; hydrogenchloride; methanol; water; acetic acid; acetonitrile;

DOI:10.1139/v85-061

Reference yield:

2,3-dihydro-2-(2,2-diethoxyethyl)-3-(1-nitroethyl)-isoindol-1-one (79017-11-1,79017-42-8) → 1α-methyl-1,2,3,4,6,10b-hexahydropyrazino<2,1-a>isoindole (79017-19-9,79017-45-1,79017-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.880 g / H₂ / 10percent Pd/C / acetic acid; H₂O / 18 h / 2585.7 Torr / Ambient temperature

2: H₂ / 10percent Pd/C / methanol; aq. HCl / 48 h / 760 Torr / Ambient temperature

3: 1 M solution of diborane / tetrahydrofuran / 18 h / Heating

With hydrogen; diborane; palladium on activated charcoal; In tetrahydrofuran; hydrogenchloride; methanol; water; acetic acid;

DOI:10.1139/v85-061

upstream raw materials:

1β-methyl-1,2,3,4,5,10b-hexahydropyrazino<2,1-a>isoindol-6-one

1α-methyl-1,2,3,4,5,10b-hexahydropyrazino<2,1-a>isoindol-6-one

3-(1-nitroethyl)-1(3H)-isobenzofuranone

2-<(2-methyl-2-nitro)ethylene>benzoic acid methyl ester

Refernces

• 1、 -. "Antihypertensive tricyclic isoindole derivatives". . . Retrieved 2008/06/13.