11-methoxy-6-methyl-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

Base Information

• Chemical Name: 11-methoxy-6-methyl-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
• CAS No.: 116564-72-8
• Molecular Formula: C₁₄H₁₈N₂O₂
• Molecular Weight: 246.309
• Mol file: 116564-72-8.mol

Synonyms:

Chemical Property of 11-methoxy-6-methyl-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

Chemical Property:

• Vapor Pressure: 7.12E-08mmHg at 25°C
• Boiling Point: 438°C at 760 mmHg
• Flash Point: 218.7°C
• Density: 1.22g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 11-methoxy-6-methyl-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

There total 6 articles about 11-methoxy-6-methyl-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 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:

N-(6-methyl-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde (100230-84-0) → 6-Methyl-1,2,3,11a-tetrahydro-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one (100231-13-8) + 6-Methyl-1,2,3,10,11,11a-hexahydro-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one (100230-94-2) + 11-Hydroxy-6-methyl-1,2,3,10,11,11a-hexahydro-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one (100231-08-1,100231-09-2) + 6-methyl-11-methoxy-1,2,3,10,11,11a-hexahydro-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one (116564-72-8)

Guidance literature:

With hydrogen; palladium on barium sulfate; In methanol; for 0.5h; under 760 Torr;

DOI:10.1021/jo00355a022

Reference yield:

5-methyl-2-nitrobenzoic acid (3113-72-2) → 6-methyl-11-methoxy-1,2,3,10,11,11a-hexahydro-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one (116564-72-8)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalyl chloride, DMF / benzene / 3 h

2: Et₃N / tetrahydrofuran; H₂O / 1 h / Ambient temperature

3: oxalyl chloride, DMF / benzene / 3 h

4: triphenylphosphine, bis(triphenylphosphine) copper borohydride / acetone / 0.5 h / 0 °C

5: H₂ / 5percent Pd-BaSO₄ / methanol / 0.5 h / 760 Torr

With oxalyl dichloride; bis(triphenylphosphine) copper borohydride; hydrogen; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; palladium on barium sulfate; In tetrahydrofuran; methanol; water; acetone; benzene;

DOI:10.1021/jo00355a022

Reference yield:

5-methyl-2-nitrobenzoyl chloride (38818-49-4) → 6-methyl-11-methoxy-1,2,3,10,11,11a-hexahydro-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one (116564-72-8)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / tetrahydrofuran; H₂O / 1 h / Ambient temperature

2: oxalyl chloride, DMF / benzene / 3 h

3: triphenylphosphine, bis(triphenylphosphine) copper borohydride / acetone / 0.5 h / 0 °C

4: H₂ / 5percent Pd-BaSO₄ / methanol / 0.5 h / 760 Torr

With oxalyl dichloride; bis(triphenylphosphine) copper borohydride; hydrogen; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; palladium on barium sulfate; In tetrahydrofuran; methanol; water; acetone; benzene;

DOI:10.1021/jo00355a022

upstream raw materials:

methanol

N-(6-methyl-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde

5-methyl-2-nitrobenzoic acid

5-methyl-2-nitrobenzoyl chloride

Refernces