(+-)-Tetrahydro-2-furoic acid → 5-(4-Ethylphenyl)-N-phenyl-1-(tetrahydrofuran-2-ylcarbonyl)piperidine-3-carboxamide
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].[O:24]1[CH2:28][CH2:27][CH2:26][CH:25]1[C:29](O)=[O:30]>>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:14][N:13]([C:29]([CH:25]3[CH2:26][CH2:27][CH2:28][O:24]3)=[O:30])[CH2:12][CH:11]([C:15]([NH:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[O:16])[CH2:10]2)=[CH:7][CH:8]=1)[CH3:2]Participants
3
Procedure
68 mg (0.20 mmol) of 5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide (Example 17A) and 26 mg (0.22 mmol, 1.1 eq.) of tetrahydrofuran-2-carboxylic acid were reacted according to General Method 1. Yield: 67 mg (81% of theory)
Sources & evidence
- ORD record
- ord-68a8be30bc7545cfa5a2a95aded65ec2
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987248B2
Reaction notes
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