Piperidine → 1-[4-Amino-5-chloro-2-(3,5-dimethoxybenzyloxy)-phenyl]-5-(4-hydroxypiperidin-1-yl)pentan-1-one hydrochloride

HRID 963350Notes

Reaction equation

HRID 963350 reaction equation
C([NH:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([C:12](=[O:18])[CH2:13][CH2:14][CH2:15][CH2:16]Cl)=[C:7]([O:19][CH2:20][C:21]2[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[C:23]([O:29][CH3:30])[CH:22]=2)[CH:6]=1)(=O)C.N1CCCCC1.[OH:37][CH:38]1[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]1>>[ClH:11].[NH2:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([C:12](=[O:18])[CH2:13][CH2:14][CH2:15][CH2:16][N:41]2[CH2:42][CH2:43][CH:38]([OH:37])[CH2:39][CH2:40]2)=[C:7]([O:19][CH2:20][C:21]2[CH:22]=[C:23]([O:29][CH3:30])[CH:24]=[C:25]([O:27][CH3:28])[CH:26]=2)[CH:6]=1

Participants

4

Reactant 3

HCID 8082PiperidineHCID 79341Piperidin-4-olHCID 19081830HCID 19081830, compound

Product 1

HCID 190819281-[4-Amino-5-chloro-2-(3,5-dimethoxybenzyloxy)-phenyl]-5-(4-hydroxypiperidin-1-yl)pentan-1-one hydrochloride

Procedure

Proceeding as in Example 4, Step (c), but replacing 1-(4-acetylamino-5-chloro-2-methoxyphenyl)-5-chloropentan-1-one with 1-[4-acetylamino-5-chloro-2-(3,5-dimethoxybenzyloxy)phenyl]-5-chloropentan-1-one and piperidine with 4-hydroxypiperidine, gave 1-[4-amino-5-chloro-2-(3,5-dimethoxybenzyloxy)-phenyl]-5-(4-hydroxypiperidin-1-yl)pentan-1-one hydrochloride, m.p. 220-222° C.

Sources & evidence

ORD record
ord-281c9012c5ba4059b11fc2668125daf1
Source dataset
uspto-grants-1998_06
Patent number
US05763458

Reaction notes

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