N-Methyl-2-(pyridin-3-yl)ethanamine dihydrochloride → N-Methyl-5-(4-methylphenyl)-N-(2-pyridin-3-ylethyl)isoxazole-4-carboxamide

HRID 1446192Notes

Reaction equation

HRID 1446192 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13]([OH:15])=O)=[CH:4][CH:3]=1.Cl.Cl.[CH3:18][NH:19][CH2:20][CH2:21][C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1>>[CH3:18][N:19]([CH2:20][CH2:21][C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1)[C:13]([C:9]1[CH:10]=[N:11][O:12][C:8]=1[C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=1)=[O:15]

Participants

3

Reactant 2

HCID 17998867N-Methyl-2-(pyridin-3-yl)ethanamine dihydrochlorideHCID 228317065-(p-Tolyl)isoxazole-4-carboxylic acid

Product 1

HCID 24809511N-Methyl-5-(4-methylphenyl)-N-(2-pyridin-3-ylethyl)isoxazole-4-carboxamide

Procedure

The title compound was prepared from 5-(4-methylphenyl)isoxazole-4-carboxylic acid (10.2 mg, 0.050 mmol) and 3-[2-(methylamino)ethyl]pyridine dihydrochloride (12.5 mg, 0.060 mmol) as described in synthetic method B and thereafter purified by preparative HPLC method B to give a solid (4.6 mg). Calcd for C19H19N3O2: 321.1477, found 321.1491.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-68ba16b67b9746e3ad874c4ea8d5b3ed
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

Loading…