Pyridine, 3-(4-aminobutyl)- → (4-acetyl-3-hydroxy-2-propylphenoxy)-N-[4-(3-pyridinyl)butyl]acetamide

HRID 652478Notes

Reaction equation

HRID 652478 reaction equation
[C:1]([C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][C:10]([OH:12])=O)=[C:6]([CH2:15][CH2:16][CH3:17])[C:5]=1[OH:18])(=[O:3])[CH3:2].[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][CH2:26][CH2:27][CH2:28][NH2:29])[CH:20]=1>>[C:1]([C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][C:10]([NH:29][CH2:28][CH2:27][CH2:26][CH2:25][C:21]2[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=2)=[O:12])=[C:6]([CH2:15][CH2:16][CH3:17])[C:5]=1[OH:18])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 72927Pyridine, 3-(4-aminobutyl)-HCID 13753869(4-Acetyl-3-hydroxy-2-propylphenoxy)acetic acid

Product 1

HCID 13912786(4-acetyl-3-hydroxy-2-propylphenoxy)-N-[4-(3-pyridinyl)butyl]acetamide

Procedure

(4-Acetyl-3-hydroxy-2-propylphenoxy)acetic acid was allowed to react with 3-pyridine butanamine according to procedure A and the product was purified by chromatography on silica gel to give (4-acetyl-3-hydroxy-2-propylphenoxy)-N-[4-(3-pyridinyl)butyl]acetamide, the title compound, mp 95°-97° (from methylene chloride-ether) in 57% yield.

Workup

  1. customthe product was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-c315fdab7e2e497990b502b6ecaf0dd5
Source dataset
uspto-grants-1987_06
Patent number
US04672066

Reaction notes

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