1,6-Dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido(1,2-a)pyrimidine-3-carboxamide

Base Information

• Chemical Name: 1,6-Dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido(1,2-a)pyrimidine-3-carboxamide
• CAS No.: 54606-29-0
• Molecular Formula: C₁₁H₁₇N₃O₂
• Molecular Weight: 223.275
• DSSTox Substance ID: DTXSID80969868
• Nikkaji Number: J3.027.807K
• Mol file: 54606-29-0.mol

Synonyms:1,6-dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H- pyrido(1,2-a)pyrimidine-3-carboxamide;CH 127;CH-127;chinoin 127;chinoin 127, (cis)-isomer

Chemical Property of 1,6-Dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido(1,2-a)pyrimidine-3-carboxamide

Chemical Property:

• PSA: 66.64000
• LogP: 0.60420
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 223.132076794
• Heavy Atom Count: 16
• Complexity: 364

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC2N1C(=O)C(=CN2C)C(=O)N

Technology Process of 1,6-Dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido(1,2-a)pyrimidine-3-carboxamide

There total 7 articles about 1,6-Dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido(1,2-a)pyrimidine-3-carboxamide 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: 98.0%

6-methyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido<1,2-a>pyrimidine-3-carboxamide (38533-26-5,65897-29-2,97059-14-8,97059-15-9) + dimethyl sulfate (77-78-1) → 1,6-dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido<1,2-a>pyrimidine-3-carboxamide (54606-29-0,65897-30-5,65897-33-8,65897-34-9,65897-35-0,65897-37-2,65897-39-4,71392-29-5,80716-00-3)

Guidance literature:

With sodium hydroxide; for 1h; Ambient temperature;

DOI:10.1021/jo00216a022

Reference yield: 81.0%

3-carbamoyl-1,6-dimethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido<1,2-a>pyrimidinium methyl sulfate (33499-05-7) → 1,6-dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido<1,2-a>pyrimidine-3-carboxamide (54606-29-0,65897-30-5,65897-33-8,65897-34-9,65897-35-0,65897-37-2,65897-39-4,71392-29-5,80716-00-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 1h; Ambient temperature;

DOI:10.1021/jo00216a022

Reference yield: 39.0%

1,6-dimethyl-4-oxo-1,6,7,8-tetrahydro-4H-pyrido<1,2-a>pyrimidine-3-carboxamide (64399-29-7) → (6R,9aR)-1,6-Dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid amide (54606-29-0,65897-30-5,65897-33-8,65897-34-9,65897-35-0,65897-37-2,65897-39-4,71392-29-5,80716-00-3) + 1,6-dimethyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido<1,2-a>pyrimidine-3-carboxamide (54606-29-0,65897-30-5,65897-33-8,65897-34-9,65897-35-0,65897-37-2,65897-39-4,71392-29-5,80716-00-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00216a022

upstream raw materials:

3-Carbamoyl-1,6-dimethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-1-ium; chloride

1,6-dimethyl-4-oxo-1,6,7,8-tetrahydro-4H-pyrido<1,2-a>pyrimidine-3-carboxamide

3-carbamoyl-1,6-dimethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido<1,2-a>pyrimidinium methyl sulfate

6-methyl-4-oxo-1,6,7,8,9,9a-hexahydro-4H-pyrido<1,2-a>pyrimidine-3-carboxamide