Pyridine, 3-(4-aminobutyl)- → HCID 20197288, compound

HRID 652494Notes

Reaction equation

HRID 652494 reaction equation
[C:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][CH2:9][C:10]2[C:11]([O:19][CH2:20][CH3:21])=[C:12]([CH:16]=[CH:17][CH:18]=2)[C:13](O)=[O:14])=[C:6]([CH2:24][CH2:25][CH3:26])[C:5]=1[OH:27])(=[O:3])[CH3:2].[N:28]1[CH:33]=[CH:32][CH:31]=[C:30]([CH2:34][CH2:35][CH2:36][CH2:37]N)[CH:29]=1.C(C1C=CC(OCC2C=CC(C([NH2:54])=O)=C(OCC)C=2CCCCC2C=NC=CC=2)=C(CCC)C=1O)(=O)C>>[C:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][CH2:9][C:10]2[C:11]([O:19][CH2:20][CH3:21])=[C:12]([CH:16]=[CH:17][C:18]=2[CH2:37][CH2:36][CH2:35][CH2:34][C:30]2[CH:29]=[N:28][CH:33]=[CH:32][CH:31]=2)[C:13]([NH2:54])=[O:14])=[C:6]([CH2:24][CH2:25][CH3:26])[C:5]=1[OH:27])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 72927Pyridine, 3-(4-aminobutyl)-HCID 13912821HCID 13912821, compoundHCID 86741580HCID 86741580, compound

Product 1

HCID 20197288HCID 20197288, compoundYield 73%

Procedure

3-[(4-Acetyl-3-hydroxy-2-propylphenoxy)methyl]-2-ethoxybenzoic acid was allowed to react with 3-pyridine butanamine according to the procedure of Example 32 and the product was purified by recrystallization from methylene chloride-ether to give, 3-[(4-Acetyl-3-hydroxy-2-propylphenoxy-methyl]-2-ethoxy-[4-(3-pyridinyl)butyl]benzamide, the title compound, mp 107°-109° in 73% yield.

Workup

  1. customthe product was purified by recrystallization from methylene chloride-ether
  2. customto give

Sources & evidence

ORD record
ord-5056da086ddc44d1812a1297ce107d9e
Source dataset
uspto-grants-1987_06
Patent number
US04672066

Reaction notes

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