2-Benzylpyrrolidine → 4-[(2-Benzylpyrrolidin-1-yl)carbonyl]-5-(2-chlorophenyl)isoxazole

HRID 1446229Notes

Reaction equation

HRID 1446229 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.[CH2:16]([CH:23]1[CH2:27][CH2:26][CH2:25][NH:24]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([CH:23]1[CH2:27][CH2:26][CH2:25][N:24]1[C:13]([C:9]1[CH:10]=[N:11][O:12][C:8]=1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1])=[O:15])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 3395562-BenzylpyrrolidineHCID 224942765-(2-Chlorophenyl)-1,2-oxazole-4-carboxylic acid

Product 1

HCID 591701704-[(2-Benzylpyrrolidin-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 2-benzylpyrrolidine (9.7 mg, 0.060 mmol) as described in synthetic method C and thereafter purified by preparative HPLC method B to give a solid (9.4 mg). Calcd for C21H19ClN2O2: 366.1135, found 366.1136.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-e4b5f208684a4103930fa538b4afeb4a
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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