6H-Pyrimido(4,5-b)pyrrolizine-9-carbonitrile, 7,8-dihydro-4-phenyl-

Base Information

• Chemical Name: 6H-Pyrimido(4,5-b)pyrrolizine-9-carbonitrile, 7,8-dihydro-4-phenyl-
• CAS No.: 139156-96-0
• Molecular Formula: C16H12N4
• Molecular Weight: 260.2933
• DSSTox Substance ID: DTXSID60160937
• Nikkaji Number: J454.153G
• Wikidata: Q83029287
• ChEMBL ID: CHEMBL1324463
• Mol file: 139156-96-0.mol

Synonyms:6H-Pyrimido(4,5-b)pyrrolizine-9-carbonitrile, 7,8-dihydro-4-phenyl-;BRN 5443907;139156-96-0;1-phenyl-7,8-dihydro-6H-pyrimido[4,5-b]pyrrolizine-5-carbonitrile;MLS000104266;5,6-Trimethylene-4-phenyl-7-cyanopyrrolo(3,2-d)pyrimidine;7,8-Dihydro-4-phenyl-6H-pyrimido(4,5-b)pyrrolizine-9-carbonitrile;SMR000054201;CBMicro_014294;Oprea1_759672;cid_749803;CHEMBL1324463;BDBM68637;DTXSID60160937;HMS2296D11;SMSF0004714;BIM-0014199.P001

Chemical Property of 6H-Pyrimido(4,5-b)pyrrolizine-9-carbonitrile, 7,8-dihydro-4-phenyl-

Chemical Property:

• Vapor Pressure: 1.42E-11mmHg at 25°C
• Boiling Point: 536.3°C at 760 mmHg
• Flash Point: 278.2°C
• Density: 1.34g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 260.106196400
• Heavy Atom Count: 20
• Complexity: 408

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C3=C(N2C1)C(=NC=N3)C4=CC=CC=C4)C#N

Technology Process of 6H-Pyrimido(4,5-b)pyrrolizine-9-carbonitrile, 7,8-dihydro-4-phenyl-

There total 6 articles about 6H-Pyrimido(4,5-b)pyrrolizine-9-carbonitrile, 7,8-dihydro-4-phenyl- 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: 65.0%

3-benzoyl-2-(N,N-dimethylaminomethylene)amino-1-cyano-5,6-dihydro-7H-pyrrolizine (139157-05-4) → 2-amino-3-benzoyl-6,7-dihydro-5H-pyrrolizine-1-carbonitrile (139156-94-8) + 5,6-trimethylene-4-phenyl-7-cyanopyrrolo<3,2-d>pyrimidine (139156-96-0)

Guidance literature:

With ammonia; In ethanol; at 160 - 170 ℃; for 10h;

DOI:10.1007/BF00778973

Reference yield:

Δ2,α-Pyrrolidinemalononitrile (5626-75-5) → 5,6-trimethylene-4-phenyl-7-cyanopyrrolo<3,2-d>pyrimidine (139156-96-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / K₂CO₃ / acetone

2: 97 percent / Na, EtOH / 2.5 h / 20 °C

3: 70 percent / 85percent aq. formic acid / dimethylformamide / 2 h / Heating

With formic acid; ethanol; sodium; potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1007/BF00778973

Reference yield:

α-bromoacetophenone (70-11-1) → 5,6-trimethylene-4-phenyl-7-cyanopyrrolo<3,2-d>pyrimidine (139156-96-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / K₂CO₃ / acetone

2: 97 percent / Na, EtOH / 2.5 h / 20 °C

3: 70 percent / 85percent aq. formic acid / dimethylformamide / 2 h / Heating

With formic acid; ethanol; sodium; potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1007/BF00778973

upstream raw materials:

3-benzoyl-2-(N,N-dimethylaminomethylene)amino-1-cyano-5,6-dihydro-7H-pyrrolizine

Δ^2,α-Pyrrolidinemalononitrile

1-phenacyl-2-(2',2'-dicyanomethylene)pyrrolidine

2-amino-3-benzoyl-6,7-dihydro-5H-pyrrolizine-1-carbonitrile

Downstream raw materials:

5,6-trimethylene-4-phenylpyrrolo<3,2-d>pyrimidine