3-(4-METHYLPHENYL)PYRROLIDINE OXALATE → 5-(4-Methylphenyl)-4-{[3-(4-methylphenyl)pyrrolidin-1-yl]carbonyl}isoxazole

HRID 1446207Notes

Reaction equation

HRID 1446207 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][C:23]1[CH:28]=[CH:27][C:26]([CH:29]2[CH2:33][CH2:32][NH:31][CH2:30]2)=[CH:25][CH:24]=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:31]2[CH2:32][CH2:33][CH:29]([C:26]3[CH:27]=[CH:28][C:23]([CH3:22])=[CH:24][CH:25]=3)[CH2:30]2)=[O:15])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 177497503-(4-METHYLPHENYL)PYRROLIDINE OXALATEHCID 228317065-(p-Tolyl)isoxazole-4-carboxylic acid

Product 1

HCID 591702675-(4-Methylphenyl)-4-{[3-(4-methylphenyl)pyrrolidin-1-yl]carbonyl}isoxazole

Procedure

The title compound was prepared from 5-(4-methylphenyl)isoxazole-4-carboxylic acid (10.2 mg, 0.050 mmol) and 3-(4-methylphenyl)pyrrolidine oxalate (15.1 mg, 0.060 mmol) as described in synthetic method B and thereafter purified by preparative HPLC method B to give a solid (2.7 mg). Calcd for C22H22N2O2: 346.1681, found 346.1692.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-b5d6aced2b76448096e28e43cbb73afd
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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