4-(4-Chlorophenyl)-4-hydroxypiperidine → N-(1-(4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl)-4-methyl-1-oxopentan-2-yl)benzamide

HRID 1016104Notes

Reaction equation

HRID 1016104 reaction equation
[C:1]([NH:9][CH:10]([C:15]([OH:17])=O)[CH2:11][CH:12]([CH3:14])[CH3:13])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2([OH:31])[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[CH:21][CH:20]=1.C(NC(C(O)=O)C(C)C)(=O)C1C=CC=CC=1.Cl.ClC1C=CC(C2CCNCC2)=CC=1>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2([OH:31])[CH2:26][CH2:27][N:28]([C:15](=[O:17])[CH:10]([NH:9][C:1](=[O:8])[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:11][CH:12]([CH3:13])[CH3:14])[CH2:29][CH2:30]2)=[CH:21][CH:20]=1

Participants

5

Reactant 4

HCID 382824-(4-Chlorophenyl)-4-hydroxypiperidineHCID 2266823-Methyl-2-(phenylformamido)butanoic acidHCID 294887N-Benzoyl-DL-leucineHCID 27578434-(4-chlorophenyl)piperidine Hydrochloride

Product 1

HCID 57889972N-(1-(4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl)-4-methyl-1-oxopentan-2-yl)benzamide

Procedure

Example 215 was prepared in a similar manner as described for the preparation of Example 208 with the exceptions that benzoyl-DL-leucine and 4-(4-chlorophenyl)-4-hydroxypiperidine were substituted for benzoyl-DL-valine and 4-(4-chlorophenyl)piperidine hydrochloride, respectively. MS found: (M+H)+=430.

Workup

  1. customExample 215 was prepared in a similar manner

Sources & evidence

ORD record
ord-e53eebd18cd9473fa95c8cd3f7633af5
Source dataset
uspto-grants-2011_07
Patent number
US07985861B2

Reaction notes

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