Imidazole → 2-(1H-Imidazol-1-yl)-1-phenyl-1H-indole-3-carbaldehyde

HRID 751366Notes

Reaction equation

HRID 751366 reaction equation
Cl[C:2]1[N:3]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[NH:19]1[CH:23]=[CH:22][N:21]=[CH:20]1>>[N:19]1([C:2]2[N:3]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:4]3[C:9]([C:10]=2[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH:23]=[CH:22][N:21]=[CH:20]1

Participants

3

Reactant 2

HCID 795ImidazoleHCID 3147932-chloro-1-phenyl-1H-indole-3-carbaldehyde

Product 1

HCID 597547572-(1H-Imidazol-1-yl)-1-phenyl-1H-indole-3-carbaldehydeYield 12%

Procedure

2-Chloro-1-phenyl-1H-indole-3-carboxaldehyde is reacted with imidazole as described in Example 1 to afford 2-imidazol-1-yl-1-phenyl-1H-indole-3-carboxaldehyde (12% yield) as a white solid. LC/MS: 288 (M+H); RT 2.55 min; NMR (CDCl3): 9.94 (1H, s), 8.45 (1H, d), 7.63 (1H, s), 7.35-7.54 (6H, m), 7.17-7.29 (2H, m), 7.12 (1H, s), 7.03 (1H, s).

Sources & evidence

ORD record
ord-f65f722c742749bf8cb85665b0093152
Source dataset
uspto-grants-2008_07
Patent number
US07405300B2

Reaction notes

Loading…