3-(4-Methoxybenzyl)pyrrolidine oxalate → 5-(2-Chlorophenyl)-4-{[3-(4-methoxybenzyl)pyrrolidin-1-yl]carbonyl}isoxazole

HRID 1446231Notes

Reaction equation

HRID 1446231 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.[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>>[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]([N:31]1[CH2:32][CH2:33][CH:29]([CH2:28][C:27]2[CH:26]=[CH:25][C:24]([O:23][CH3:22])=[CH:35][CH:34]=2)[CH2:30]1)=[O:15]

Participants

3

Reactant 2

HCID 179988173-(4-Methoxybenzyl)pyrrolidine oxalateHCID 224942765-(2-Chlorophenyl)-1,2-oxazole-4-carboxylic acid

Product 1

HCID 591701275-(2-Chlorophenyl)-4-{[3-(4-methoxybenzyl)pyrrolidin-1-yl]carbonyl}isoxazole

Procedure

The title compound was prepared from 5-(2-chlorophenyl)isoxazole-4-carboxylic acid (11.2 mg, 0.050 mmol) and 3-(4-methoxybenzyl)pyrrolidine oxalate (16.9 mg, 0.060 mmol) as described in synthetic method C and thereafter purified by preparative HPLC method B to give a solid (8.1 mg). Calcd for C22H21ClN2O3: 396.1241, found 396.1235.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-995b8bf3cd7749bf80e9d6ba1d04fe3f
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

Loading…