Piperazine → HCID 11338474, compound

HRID 1678181Notes

Reaction equation

HRID 1678181 reaction equation
Cl[C:2]1[N:3]([C:13]2[CH:18]=[CH:17][C:16]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[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:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>>[O:19]([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:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[CH:14][CH:15]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 86035924HCID 86035924, compound

Product 1

HCID 11338474HCID 11338474, compoundYield 40%

Procedure

2-chloro-1-(4-phenoxyphenyl)-1H-indole-3-carboxaldehyde is reacted with piperazine as described in Step 2 of Example 29 to afford 1-(4-phenoxyphenyl)-2-piperazin-1-yl-1H-indole-3-carboxaldehyde (40% yield). ESI/MS 398 (M+H); RT=2.95 min; NMR (CDCl3) 10.28 (1H, s); 8.28 (1H, d, J=9 Hz); 7.46-7.10 (11H, m); 7.00 (1H, d, J=9 Hz); 3.31 (4H, m); 2.81 (4H, m).

Sources & evidence

ORD record
ord-fa921256d0794d899cbd3b4f6c19dcd3
Source dataset
uspto-grants-2011_08
Patent number
US08008491B2

Reaction notes

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