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

HRID 1446253Notes

Reaction equation

HRID 1446253 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[CH:11][C:10]=2[C:14]([OH:16])=O)=[CH:5][CH:4]=1.[CH2:19]([CH:26]1[CH2:30][CH2:29][CH2:28][NH:27]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:19]([CH:26]1[CH2:30][CH2:29][CH2:28][N:27]1[C:14]([C:10]1[CH:11]=[N:12][O:13][C:9]=1[C:6]1[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:18])[F:17])=[CH:8][CH:7]=1)=[O:16])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 3395562-BenzylpyrrolidineHCID 686829214-Isoxazolecarboxylic acid, 5-[4-(trifluoromethyl)phenyl]-

Product 1

HCID 591700514-[(2-Benzylpyrrolidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]isoxazole

Procedure

The title compound was prepared from 5-(4-trifluoromethylphenyl)isoxazole-4-carboxylic acid (12.9 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 (12.5 mg). Calcd for C22H19F3N2O2: 400.1399, found 400.1398.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-28dd43e75af04880b418e7ec668ea0b6
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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