Piperidine → 1-[4-Amino-5-chloro-2-(3,5-dimethoxy-benzyloxy)phenyl]-5-[4-(2-hydroxyethyl)piperidin-1-yl]pentan-1-one hydrochloride

HRID 963351Notes

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][CH2:38][CH2:39][CH:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]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:43]2[CH2:44][CH2:45][CH:40]([CH2:39][CH2:38][OH:37])[CH2:41][CH2:42]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

Reactant 3

HCID 8082Piperidine

HCID 739534-Piperidineethanol

HCID 19081830HCID 19081830, compound

Product 1

HCID 190818361-[4-Amino-5-chloro-2-(3,5-dimethoxy-benzyloxy)phenyl]-5-[4-(2-hydroxyethyl)piperidin-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-(2-hydroxyethyl)piperidine, gave 1-[4-amino-5-chloro-2-(3,5-dimethoxy-benzyloxy)phenyl]-5-[4-(2-hydroxyethyl)piperidin-1-yl]pentan-1-one hydrochloride, m.p. 180-183° C.

Sources & evidence

ORD record: ord-40a2fca3b6cc4acbbef49e4572b5f839
Source dataset: uspto-grants-1998_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05763458

Reaction notes

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