1-Methylpiperazine → 3-Cyano-1-[4-(4-methyl-piperazin-1-yl)-benzoyl]-pyrrolo[1,2-a]quinoline

HRID 720419Notes

Reaction equation

HRID 720419 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:16](=[O:24])[C:17]2[CH:22]=[CH:21][C:20](F)=[CH:19][CH:18]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8][C:7]=12)#[N:2].[CH3:25][N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>>[C:1]([C:3]1[CH:4]=[C:5]([C:16](=[O:24])[C:17]2[CH:22]=[CH:21][C:20]([N:29]3[CH2:30][CH2:31][N:26]([CH3:25])[CH2:27][CH2:28]3)=[CH:19][CH:18]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8][C:7]=12)#[N:2]

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 102676303-Cyano (4-fluoro-benzoyl)-pyrrolo[1,2-a]quinoline

Product 1

HCID 218921523-Cyano-1-[4-(4-methyl-piperazin-1-yl)-benzoyl]-pyrrolo[1,2-a]quinoline

Procedure

The title compound was prepared as described for the Example 21, using 3-cyano (4-fluoro-benzoyl)-pyrrolo[1,2-a]quinoline (31 mg, 0.0986 mmol) and 4-methyl piperazine (212 mg, 0.212 mmol), and yielded 12.1 mg (68%). 1H NMR (CDCl3): 8.01 (m, 3H), 7.82 (dd, J=7.8, 1.8 Hz, 1H), 7.66 (s, 2H), 7.53 (m, 2H), 7.35 (s, 1H), 6.98 (m 2H), 3.70 (t, J=5.1 Hz, 4H), 3.00 (m, 4H), 2.66 (s, 3H).

Workup

  1. customyielded 12.1 mg (68%)

Sources & evidence

ORD record
ord-7285cfd1c52f499bbcc0901bb368a0e2
Source dataset
uspto-grants-2006_11
Patent number
US07135480B2

Reaction notes

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