3-(4-Methoxybenzyl)pyrrolidine oxalate → 4-{[3-(4-Methoxybenzyl)pyrrolidin-1-yl]carbonyl}-5-(4-methylphenyl)isoxazole

HRID 1446212Notes

Reaction equation

HRID 1446212 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.C(O)(=O)C(O)=O.[CH3:22][O:23][C:24]1[CH:35]=[CH:34][C:27]([CH2:28][CH:29]2[CH2:33][CH2:32][NH:31][CH2:30]2)=[CH:26][CH:25]=1>>[CH3:22][O:23][C:24]1[CH:25]=[CH:26][C:27]([CH2:28][CH:29]2[CH2:33][CH2:32][N:31]([C:13]([C:9]3[CH:10]=[N:11][O:12][C:8]=3[C:5]3[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=3)=[O:15])[CH2:30]2)=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 179988173-(4-Methoxybenzyl)pyrrolidine oxalateHCID 228317065-(p-Tolyl)isoxazole-4-carboxylic acid

Product 1

HCID 591700724-{[3-(4-Methoxybenzyl)pyrrolidin-1-yl]carbonyl}-5-(4-methylphenyl)isoxazole

Procedure

The title compound was prepared from 5-(4-methylphenyl)isoxazole-4-carboxylic acid (10.2 mg, 0.050 mmol) and 3-(4-methoxybenzyl)pyrrolidine oxalate (16.9 mg, 0.060 mmol) as described in synthetic method B and thereafter purified by preparative HPLC method B to give a solid (5.5 mg). Calcd for C23H24N2O3: 376.1787, found 376.1801.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-cf81636792724c8ebbc46123958209b6
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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