2-(Pyridin-3-yl)ethan-1-amine → 4-(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[2(3-pyridinyl)ethyl]butanamide
Reaction equation
[C:1]([C:4]1[CH:16]=[CH:15][C:7]([O:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O)=[C:6]([CH2:17][CH2:18][CH3:19])[C:5]=1[OH:20])(=[O:3])[CH3:2].[N:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][CH2:28][NH2:29])[CH:22]=1>>[C:1]([C:4]1[CH:16]=[CH:15][C:7]([O:8][CH2:9][CH2:10][CH2:11][C:12]([NH:29][CH2:28][CH2:27][C:23]2[CH:22]=[N:21][CH:26]=[CH:25][CH:24]=2)=[O:14])=[C:6]([CH2:17][CH2:18][CH3:19])[C:5]=1[OH:20])(=[O:3])[CH3:2]Participants
3
Procedure
4-(4-Acetyl-3-hydroxy-2-propylphenoxy)butanoic acid was allowed to react with 3-pyridine ethanamine according to procedure A and the product was purified by chromatography on silica gel to give 4-(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[2(3-pyridinyl)ethyl]butanamide, the title compound, mp 94°-96° (from methylene chloride-ether) in 74% yield.
Workup
- customthe product was purified by chromatography on silica gel
Sources & evidence
- ORD record
- ord-711eb606e25b4410943fecd4c7eb892e
- Source dataset
- uspto-grants-1987_06
- Patent number
- US04672066
Reaction notes
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