(1S)-2-amino-1-phenylethan-1-ol → (S)-3-(4-(4-Chlorophenoxy)piperidine-1-carbonyl)-N-(2-hydroxy-2-phenylethyl)benzamide

HRID 2170869Notes

Reaction equation

HRID 2170869 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([O:6][CH:7]2[CH2:12][CH2:11][N:10]([C:13]([C:15]3[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=3)[C:18](O)=[O:19])=[O:14])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[NH2:26][CH2:27][C@H:28]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[OH:29]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH:7]2[CH2:12][CH2:11][N:10]([C:13]([C:15]3[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=3)[C:18]([NH:26][CH2:27][C@@H:28]([OH:29])[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[O:19])=[O:14])[CH2:9][CH2:8]2)=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 643217(1S)-2-amino-1-phenylethan-1-olHCID 671691753-(4-(4-Chlorophenoxy)piperidine-1-carbonyl)benzoic acid

Product 1

HCID 67168457(S)-3-(4-(4-Chlorophenoxy)piperidine-1-carbonyl)-N-(2-hydroxy-2-phenylethyl)benzamideYield 51%

Procedure

The title compound was prepared in 51% yield (10.1 mg) prepared from 3-(4-(4-chlorophenoxy)piperidine-1-carbonyl)benzoic acid (Step-2) according to the procedure similar to that described in Step-2 of Example 349, using (S)-2-amino-1-phenylethanol instead of 25% ammonium water.

Sources & evidence

ORD record
ord-1ecf4827c1974ea8baccb0c88ef6a044
Source dataset
uspto-grants-2015_06
Patent number
US09051296B2

Reaction notes

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