6-Chloro-2,3,4,9-tetrahydro-1H-carbazol-1-amine → N-(6-Chloro-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-1H-imidazole-4-carboxamide

HRID 28712Notes

Reaction equation

HRID 28712 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]([OH:8])=O)[N:3]=[CH:2]1.[Cl:9][C:10]1[CH:11]=[C:12]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18]1[CH:17]([NH2:23])[CH2:16][CH2:15][CH2:14][C:13]2=1>>[Cl:9][C:10]1[CH:11]=[C:12]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18]1[CH:17]([NH:23][C:6]([C:4]3[N:3]=[CH:2][NH:1][CH:5]=3)=[O:8])[CH2:16][CH2:15][CH2:14][C:13]2=1

Participants

3

Reactant 2

HCID 177434976-Chloro-2,3,4,9-tetrahydro-1H-carbazol-1-amineHCID 178524800HCID 178524800, compound

Product 1

HCID 178521857N-(6-Chloro-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-1H-imidazole-4-carboxamide

Procedure

N-(6-Chloro-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-1H-imidazole-4-carboxamide was prepared from 4-imidazole carboxylic acid and 6-chloro-2,3,4,9-tetrahydro-1H-carbazol-1-amine in a similar manner as described above to give a white solid (4% yield). 1H-NMR (CDCl3): δ 9.19 (s, 1H), 7.62 (s, 1H), 7.57 (s, 1H), 7.41 (s, 1H), 7.37 (d, 1H), 7.17 (d, 1H), 7.05 (dd, 1H), 6.60 (d, 1H), 5.25 (m, 1H), 2.62 (m, 2H), 2.21 (m, 1H), 1.91 (m, 3H); MS m/z 313 (M−1).

Sources & evidence

ORD record
ord-98fa6796a8f14b7fa694ff5979cb375b
Source dataset
uspto-grants-2008_09
Patent number
US07419997B2

Reaction notes

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