3-(4-Chlorobenzyl)pyrrolidine oxalate → 4-{[3-(4-Chlorobenzyl)pyrrolidin-1-yl]carbonyl}-5-(2-chlorophenyl)isoxazole

HRID 1446232Notes

Reaction equation

HRID 1446232 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:12][N:11]=[CH:10][C:9]=1[C:13]([OH:15])=O.C(O)(=O)C(O)=O.[Cl:22][C:23]1[CH:34]=[CH:33][C:26]([CH2:27][CH:28]2[CH2:32][CH2:31][NH:30][CH2:29]2)=[CH:25][CH:24]=1>>[Cl:22][C:23]1[CH:24]=[CH:25][C:26]([CH2:27][CH:28]2[CH2:32][CH2:31][N:30]([C:13]([C:9]3[CH:10]=[N:11][O:12][C:8]=3[C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])=[O:15])[CH2:29]2)=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 177497533-(4-Chlorobenzyl)pyrrolidine oxalateHCID 224942765-(2-Chlorophenyl)-1,2-oxazole-4-carboxylic acid

Product 1

HCID 591700814-{[3-(4-Chlorobenzyl)pyrrolidin-1-yl]carbonyl}-5-(2-chlorophenyl)isoxazole

Procedure

The title compound was prepared from 5-(2-chlorophenyl)isoxazole-4-carboxylic acid (11.2 mg, 0.050 mmol) and 3-(4-chlorobenzyl)pyrrolidine oxalate (17.1 mg, 0.060 mmol) as described in synthetic method C and thereafter purified by preparative HPLC method B to give a solid (8.3 mg). Calcd for C21H18C12 N2O2: 400.0745, found 400.0750.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-d1b6cb75eeb7469abdcccbb6189b3d3e
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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