Piperazine → HCID 11485920, compound

HRID 1678176Notes

Reaction equation

HRID 1678176 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([CH:17]=[O:18])=[C:9]2Cl)[CH:5]=[CH:6][CH:7]=1.[NH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>>[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([CH:17]=[O:18])=[C:9]2[N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 86035906HCID 86035906, compound

Product 1

HCID 11485920HCID 11485920, compoundYield 31%

Procedure

1-(3-bromo-phenyl)-2-chloro-1H-indole-3-carboxaldehyde is reacted with piperazine as described in Step 2 of Example 29 to afford 1-(3-bromophenyl)-2-piperazin -1-yl-1H-indole-3-carboxaldehyde (31% yield). ESI/MS 384 (M), 386 (M+2); RT=2.70 min; NMR (CDCl3) 10.31 (1H, s); 8.28 (1H, d, J=9 Hz); 7.67 (2H, m); 7.63-7.16 (5H, m); 7.01 (1H, d, J=9 Hz); 3.31 (4H, m); 2.82 (4H, m).

Sources & evidence

ORD record
ord-64e18ab43073490ab03afc8f4923de8a
Source dataset
uspto-grants-2011_08
Patent number
US08008491B2

Reaction notes

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