Benzoyl chloride → N-(2-Chloro-1-methyl-6-oxo-4-pyridin-4-yl-1,6-dihydro-pyrimidin-5-yl)-benzamide

HRID 1826520Notes

Reaction equation

HRID 1826520 reaction equation
[NH2:1][C:2]1[C:3](=[O:16])[N:4]([CH3:15])[C:5]([Cl:14])=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1.C(N(C(C)C)CC)(C)C.[C:26](Cl)(=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>ClCCl>[Cl:14][C:5]1[N:4]([CH3:15])[C:3](=[O:16])[C:2]([NH:1][C:26](=[O:33])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[C:7]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[N:6]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 81531DiisopropylethylamineHCID 221395875-Amino-2-chloro-3-methyl-6-(pyridin-4-yl)pyrimidin-4(3H)-one

Product 1

HCID 22139582N-(2-Chloro-1-methyl-6-oxo-4-pyridin-4-yl-1,6-dihydro-pyrimidin-5-yl)-benzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-amino-2-chloro-3-methyl-6-pyridin-4-yl-3H-pyrimidin-4-one (0.42 mmol) in dichloromethane was added diisopropylethylamine (0.51 mmol) and benzoyl chloride (0.51 mmol). The reaction was stirred overnight at room temperature. The reaction solution was washed with 5% NaHCO3, and the organic layer was purified on silica. M+1=341.

Workup

  1. washThe reaction solution was washed with 5% NaHCO3
  2. customthe organic layer was purified on silica

Sources & evidence

ORD record
ord-e909c031a7c242998c8df2f53e988c17
Source dataset
uspto-grants-2006_05
Patent number
US07049318B2

Reaction notes

Loading…