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

HRID 2194447Notes

Reaction equation

HRID 2194447 reaction equation
[NH3:1].C(O[C:5](=[O:29])[CH2:6][N:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[C:16]([C:18]#[C:19][C:20]3[CH:21]=[C:22]([CH3:26])[CH:23]=[CH:24][CH:25]=3)[N:15]=[C:14]2[CH3:27])=[CH:9][C:8]1=[O:28])C>CO>[CH3:27][C:14]1[N:13]([C:10]2[CH:11]=[CH:12][N:7]([CH2:6][C:5]([NH2:1])=[O:29])[C:8](=[O:28])[CH:9]=2)[CH:17]=[C:16]([C:18]#[C:19][C:20]2[CH:21]=[C:22]([CH3:26])[CH:23]=[CH:24][CH:25]=2)[N:15]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 49872676[4-(2-Methyl-4-m-tolylethynyl-imidazol-1-yl)-2-oxo-2H-pyridin-1-yl]-acetic acid ethyl ester

Product 1

HCID 581111952-[4-(2-methyl-4-m-tolylethynyl-imidazol-1-yl)-2-oxo-2H-pyridin-1-yl]-acetamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 2 ml of a 7M solution of ammonia in methanol were added 60 mg (0.16 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 45 mg of the title compound as a light brown solid, MS: m/e=347.1 (M+H+).

Workup

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

Sources & evidence

ORD record
ord-595cd5432e30435f84590ddd21d017f1
Source dataset
uspto-grants-2012_12
Patent number
US08334287B2

Reaction notes

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