4-Pyridineethanamine → 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[2-(4-pyridinyl)ethyl]hexanamide
Reaction equation
[C:1]([C:4]1[CH:18]=[CH:17][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=O)=[C:6]([CH2:19][CH2:20][CH3:21])[C:5]=1[OH:22])(=[O:3])[CH3:2].[N:23]1[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][NH2:31])=[CH:25][CH:24]=1>>[C:1]([C:4]1[CH:18]=[CH:17][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([NH:31][CH2:30][CH2:29][C:26]2[CH:27]=[CH:28][N:23]=[CH:24][CH:25]=2)=[O:16])=[C:6]([CH2:19][CH2:20][CH3:21])[C:5]=1[OH:22])(=[O:3])[CH3:2]Participants
3
Procedure
6-(4-Acetyl-3-hydroxy-2-propylphenoxy)hexanoic acid was allowed to react with 4-pyridine ethanamine according to procedure A and the product was purified by chromatography on silica gel to give 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[2-(4-pyridinyl)ethyl]hexanamide, the title compound, mp 80°-83° (from methylene chloride-ether) in 58% yield.
Workup
- customthe product was purified by chromatography on silica gel
Sources & evidence
- ORD record
- ord-97388d9a61cd40c5ba59ea038fc22592
- Source dataset
- uspto-grants-1987_06
- Patent number
- US04672066
Reaction notes
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