5-Pyrimidinebutanamine → 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[4-(5-pyrimidinyl)-butyl]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]=[C:27]([CH2:29][CH2:30][CH2:31][CH2:32][NH2:33])[CH:26]=[N: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:33][CH2:32][CH2:31][CH2:30][CH2:29][C:27]2[CH:26]=[N:25][CH:24]=[N:23][CH:28]=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 5-pyrimidine butanamine according to procedure A and the product was purified by crystallization from carbon tetrachloride to give 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[4-(5-pyrimidinyl)-butyl]hexanamide, the title compound mp 87°-89°, in 73% yield.
Workup
- customthe product was purified by crystallization from carbon tetrachloride
Sources & evidence
- ORD record
- ord-6e00bc3a8ebb4b3a8a7b22ae058abadf
- Source dataset
- uspto-grants-1987_06
- Patent number
- US04672066
Reaction notes
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