3-Benzylpyrrolidine → 4-[(3-Benzylpyrrolidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]isoxazole

HRID 1446254Notes

Reaction equation

HRID 1446254 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][NH:28][CH2:27]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:19]([CH:26]1[CH2:30][CH2:29][N:28]([C:14]([C:10]2[CH:11]=[N:12][O:13][C:9]=2[C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:18])[F:17])=[CH:8][CH:7]=2)=[O:16])[CH2:27]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 38297913-BenzylpyrrolidineHCID 686829214-Isoxazolecarboxylic acid, 5-[4-(trifluoromethyl)phenyl]-

Product 1

HCID 591700964-[(3-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 3-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 (11.3 mg). Calcd for C22H19F3N2O2: 400.1399, found 400.1402.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-25516551b7044e04b3db34b99cff8472
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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