3-(Pyridin-3-yl)propan-1-amine → 4-(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[3-(3-pyridinyl)propyl]butanamide

HRID 652481Notes

Reaction equation

HRID 652481 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][CH2:29][NH2:30])[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:30][CH2:29][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

Reactant 2

HCID 135575233-(Pyridin-3-yl)propan-1-amineHCID 137538714-(4-Acetyl-3-hydroxy-2-propylphenoxy)butanoic acid

Product 1

HCID 139127824-(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[3-(3-pyridinyl)propyl]butanamide

Procedure

4-(4-Acetyl-3-hydroxy-2-propylphenoxy)butanoic acid was allowed to react with 3-pyridine propanamine according to procedure A and the product was purified by chromatography on silica gel to give 4-(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[3-(3-pyridinyl)propyl]butanamide, the title compound, mp 97°-98° (from methylene chloride-ether) in 88% yield.

Workup

  1. customthe product was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-712df246f5384098bd245e27dd749207
Source dataset
uspto-grants-1987_06
Patent number
US04672066

Reaction notes

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