Methylamine → N-methyl-2-[4-(2-methyl-4-m-tolylethynyl-imidazol-1-yl)-2-oxo-2H-pyridin-1-yl]-acetamide

HRID 2194448Notes

Reaction equation

HRID 2194448 reaction equation
[CH3:1][NH2:2].C([O:5][C:6](=O)[CH2:7][N:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[C:17]([C:19]#[C:20][C:21]3[CH:22]=[C:23]([CH3:27])[CH:24]=[CH:25][CH:26]=3)[N:16]=[C:15]2[CH3:28])=[CH:10][C:9]1=[O:29])C>C(O)C>[CH3:1][NH:2][C:6](=[O:5])[CH2:7][N:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[C:17]([C:19]#[C:20][C:21]3[CH:22]=[C:23]([CH3:27])[CH:24]=[CH:25][CH:26]=3)[N:16]=[C:15]2[CH3:28])=[CH:10][C:9]1=[O:29]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 49872676[4-(2-Methyl-4-m-tolylethynyl-imidazol-1-yl)-2-oxo-2H-pyridin-1-yl]-acetic acid ethyl ester

Product 1

HCID 58111198N-methyl-2-[4-(2-methyl-4-m-tolylethynyl-imidazol-1-yl)-2-oxo-2H-pyridin-1-yl]-acetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 2 ml of a 8M solution of methylamine in ethanol were added 67 mg (0.18 mmol) of [4-(2-methyl-4-m-tolylethynyl-imidazol-1-yl)-2-oxo-2H-pyridin-1-yl]-acetic acid ethyl ester (Example 13). The reaction vessel was closed and the yellow solution was stirred for 16 h at room temperature. The solution was then evaporated to dryness yielding 63 mg of the title compound as a light brown solid, MS: m/e=361.2 (M+H+).

Workup

  1. customThe reaction vessel was closed
  2. customThe solution was then evaporated to dryness

Sources & evidence

ORD record
ord-09cbcf4dcec147b9886f0f93d35f105a
Source dataset
uspto-grants-2012_12
Patent number
US08334287B2

Reaction notes

Loading…