Pyrazole → 3-Cyano-1-(4-pyrazol-1-yl-benzoyl)-pyrrolo[1,2-a]quinoline

HRID 720421Notes

Reaction equation

HRID 720421 reaction equation
F[C:2]1[CH:24]=[CH:23][C:5]([C:6]([C:8]2[N:12]3[C:13]4[C:18]([CH:19]=[CH:20][C:11]3=[C:10]([C:21]#[N:22])[CH:9]=2)=[CH:17][CH:16]=[CH:15][CH:14]=4)=[O:7])=[CH:4][CH:3]=1.[NH:25]1[CH:29]=[CH:28][CH:27]=[N:26]1>>[C:21]([C:10]1[CH:9]=[C:8]([C:6](=[O:7])[C:5]2[CH:23]=[CH:24][C:2]([N:25]3[CH:29]=[CH:28][CH:27]=[N:26]3)=[CH:3][CH:4]=2)[N:12]2[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:19]=[CH:20][C:11]=12)#[N:22]

Participants

3

Reactant 2

HCID 1048PyrazoleHCID 102676303-Cyano (4-fluoro-benzoyl)-pyrrolo[1,2-a]quinoline

Product 1

HCID 218921473-Cyano-1-(4-pyrazol-1-yl-benzoyl)-pyrrolo[1,2-a]quinoline

Procedure

The title compound was prepared as described for Example 21, using (4-fluoro-benzoyl)-pyrrolo[1,2-a]quinoline-3-carbonitrile (50 mg, 0.16 mmol) and pyrazole, and yielded 44.9 mg (78%). 1H NMR (CDCl3): 8.19 (m, 2H), 8.07 (m, 2H), 7.93 (m, 2H), 7.85 (dd, J=9.6, 1.8 Hz, 1H), 7.82 (d, J=2.1 Hz, 1H), 7.71 (m, 2H), 7.58 (m, 2H), 7.44 (s, 1H), 6.56 (t, J=2.1 Hz, 1H).

Workup

  1. customyielded 44.9 mg (78%)

Sources & evidence

ORD record
ord-caae4e9adf6847138e554c52f13b8420
Source dataset
uspto-grants-2006_11
Patent number
US07135480B2

Reaction notes

Loading…