(7-Cyano-1H-benzimidazol-1-yl)acetic acid → (7-acetyl-1H-benzimidazol-1-yl)acetic acid

HRID 419938Notes

Reaction equation

HRID 419938 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[C:8]2[C:9]([C:13](=[O:15])[CH3:14])=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]=[CH:5]1.C(C1C2N(CC(O)=[O:29])C=NC=2C=CC=1)#N>>[C:13]([C:9]1[C:8]2[N:4]([CH2:3][C:2]([OH:29])=[O:1])[CH:5]=[N:6][C:7]=2[CH:12]=[CH:11][CH:10]=1)(=[O:15])[CH3:14]

Participants

3

Reactant 2

HCID 11195002(7-Cyano-1H-benzimidazol-1-yl)acetic acid2×HCID 582985001-[1-(2-Hydroxyethyl)-1H-benzimidazol-7-yl]ethanone

Product 1

HCID 58298480(7-acetyl-1H-benzimidazol-1-yl)acetic acidYield 75%

Procedure

1-[1-(2-Hydroxyethyl)-1H-benzimidazol-7-yl]ethanone (0.30 g, 1.47 mmol) is oxidized to the desired acid according to the procedure described for the synthesis of (7-Cyano-1H-benzimidazol-1-yl)acetic acid (step f, intermediate 14) to give the desired product (0.24 g, 75%).

Sources & evidence

ORD record
ord-6f2ce421be4344afb8400d3c7f0a2dfe
Source dataset
uspto-grants-2012_01
Patent number
US08093402B2

Reaction notes

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