Imidazole → HCID 21892172, compound

HRID 720423Notes

Reaction equation

HRID 720423 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:17](=[O:25])[C:18]2[CH:23]=[CH:22][C:21](F)=[CH:20][CH:19]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([CH3:16])[CH:14]=3)[CH:9]=[CH:8][C:7]=12)#[N:2].[NH:26]1[CH:30]=[CH:29][N:28]=[CH:27]1>>[C:1]([C:3]1[CH:4]=[C:5]([C:17](=[O:25])[C:18]2[CH:23]=[CH:22][C:21]([N:26]3[CH:30]=[CH:29][N:28]=[CH:27]3)=[CH:20][CH:19]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([CH3:16])[CH:14]=3)[CH:9]=[CH:8][C:7]=12)#[N:2]

Participants

3

Reactant 2

HCID 795ImidazoleHCID 21892120HCID 21892120, compound

Product 1

HCID 21892172HCID 21892172, compound

Procedure

The title compound was prepared as described for Example 21, using 3-cyano-1-(4-fluoro-benzoyl)-8-methyl-pyrrolo[1,2-a]quinoline (54 mg, 0.164 mmol) and imidazole, and yielded 50.1 mg (81%). 1H NMR (CDCl3): 8.20 (dt, J=8.7, 2.1 Hz, 2H), 8.04 (s, broad, 1H), 7.89 (m, 1H), 7.74 (m, 2H), 7.62 (m, 3H), 7.44 (m, 2H), 7.43 (s, broad, 1H), 7.39 (dd, J=7.8, 0.6 Hz, 1H), 7.30 (s, broad, 1H), 2.54 (s, 3H).

Workup

  1. customyielded 50.1 mg (81%)

Sources & evidence

ORD record
ord-35a9878a67eb4fbdb30770cdd93b7bd9
Source dataset
uspto-grants-2006_11
Patent number
US07135480B2

Reaction notes

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