Piperazine → HCID 11198855, compound

HRID 751396Notes

Reaction equation

HRID 751396 reaction equation
Cl[C:2]1[N:3]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:21])[CH3:20])=[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:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>>[CH3:20][N:19]([CH3:21])[C:16]1[CH:17]=[CH:18][C:13]([N:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:10]([CH:11]=[O:12])=[C:2]2[N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 86035919HCID 86035919, compound

Product 1

HCID 11198855HCID 11198855, compoundYield 51%

Procedure

2-chloro-1-(4-dimethylaminophenyl)-1H-indole-3-carboxaldehyde is reacted with piperazine as described in Step 2 of Example 29 to afford 1-(4-dimethylaminophenyl)-2-piperazin-1-yl-1H-indole-3-carboxaldehyde (51% yield). ESI/MS 349 (M+H); RT 2.44 min; NMR (CDCl3) 10.24 (1H, s); 8.25 (1H, d, J=9 Hz); 7.20 (3H, m); 7.10 (1H, m); 6.97 (1H, d, J=9 Hz); 6.83 (2H, d); 3.29 (4H, m); 3.05 (6H, s); 2.82 (4H, m).

Sources & evidence

ORD record
ord-788211c45daf43d99631d3828939f209
Source dataset
uspto-grants-2008_07
Patent number
US07405300B2

Reaction notes

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