Cyclopropanecarboxylic acid → 1-(Cyclopropylcarbonyl)-5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide

HRID 876264Notes

Reaction equation

HRID 876264 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][NH:13][CH2:12][CH:11]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:16])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[CH:24]1([C:27](O)=[O:28])[CH2:26][CH2:25]1>>[CH:24]1([C:27]([N:13]2[CH2:14][CH:9]([C:6]3[CH:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][CH:7]=3)[CH2:10][CH:11]([C:15]([NH:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[O:16])[CH2:12]2)=[O:28])[CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 15655Cyclopropanecarboxylic acidHCID 667015535-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide

Product 1

HCID 469314141-(Cyclopropylcarbonyl)-5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide

Procedure

68 mg (0.20 mmol) of 5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide (Example 17A) and 19 mg (0.22 mmol, 1.1 eq.) of cyclopropanecarboxylic acid were reacted according to General Method 1. Yield: 38 mg (50% of theory)

Sources & evidence

ORD record
ord-36417574dbc549e7aa857743e12d13ab
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

Loading…