3-Pyrrolidin-2-ylmethylpyridine dihydrochloride → 3-[(1-{[5-(4-Methylphenyl)isoxazol-4-yl]carbonyl}pyrrolidin-2-yl)methyl]pyridine

HRID 1446191Notes

Reaction equation

HRID 1446191 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.[NH:18]1[CH2:22][CH2:21][CH2:20][CH:19]1[CH2:23][C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1>>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13]([N:18]2[CH2:22][CH2:21][CH2:20][CH:19]2[CH2:23][C:24]2[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=2)=[O:15])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 179988043-Pyrrolidin-2-ylmethylpyridine dihydrochlorideHCID 228317065-(p-Tolyl)isoxazole-4-carboxylic acid

Product 1

HCID 248099903-[(1-{[5-(4-Methylphenyl)isoxazol-4-yl]carbonyl}pyrrolidin-2-yl)methyl]pyridine

Procedure

The title compound was prepared from 5-(4-methylphenyl)isoxazole-4-carboxylic acid (10.2 mg, 0.050 mmol) and 3-pyrrolidin-2-ylmethylpyridine dihydrochloride (14.1 mg, 0.060 mmol) as described in synthetic method B and thereafter purified by preparative HPLC method B to give a solid (4.7 mg). Calcd for C21H21N3O2: 347.1634, found 347.1635.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-aa806dbf174a4201b11bdec21c24bc4e
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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