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

HRID 1446236Notes

Reaction equation

HRID 1446236 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][CH:32]=[CH:31][C:24]=1[CH2:25][CH:26]1[CH2:30][CH2:29][NH:28][CH2:27]1>>[Cl:22][C:23]1[CH:34]=[CH:33][CH:32]=[CH:31][C:24]=1[CH2:25][CH:26]1[CH2:30][CH2:29][N:28]([C:13]([C:9]2[CH:10]=[N:11][O:12][C:8]=2[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])=[O:15])[CH2:27]1

Participants

3

Reactant 2

HCID 27353733-(2-Chlorobenzyl)pyrrolidine oxalateHCID 224942765-(2-Chlorophenyl)-1,2-oxazole-4-carboxylic acid

Product 1

HCID 591700334-{[3-(2-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-(2-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 (6.5 mg). Calcd for C21H18C12 N2O2: 400.0745, found 400.0746.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-c2542eb1725247feb8ada40edf0064c6
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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