Hydrochloric Acid → 1-(biphenyl-4-yl)-2-(piperazin-1-yl)-1H-indole-3-carboxaldehyde hydrochloride

HRID 751389Notes

Reaction equation

HRID 751389 reaction equation
[C:1]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:6]=[CH:5][C:4]([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH:16]=[O:17])=[C:8]2[Cl:18])=[CH:3][CH:2]=1.[NH:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1.Cl>>[ClH:18].[C:1]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:6]=[CH:5][C:4]([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([CH:16]=[O:17])=[C:8]2[N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 4837PiperazineHCID 860358961-biphenyl-4-yl-2-chloro-1H-indole-3-carboxaldehyde

Product 1

HCID 113505991-(biphenyl-4-yl)-2-(piperazin-1-yl)-1H-indole-3-carboxaldehyde hydrochlorideYield 44%

Procedure

1-(Biphenyl-4-yl)-2-chloro-1H-indole-3-carboxaldehyde is reacted with piperazine as described in Step 2 of Example 29 and subsequently treated with hydrochloric acid as described in Example 44 to afford 1-(biphenyl-4-yl)-2-(piperazin-1-yl)-1H-indole-3-carboxaldehyde hydrochloride (44% yield) as a cream solid. ESI/MS 382 (M+H), RT=2.87 min.

Sources & evidence

ORD record
ord-3e16fef6fec84300adce37ef1f4bfa24
Source dataset
uspto-grants-2008_07
Patent number
US07405300B2

Reaction notes

Loading…