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

HRID 1446211Notes

Reaction equation

HRID 1446211 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13]([OH:15])=O)=[CH:4][CH:3]=1.[CH2:16]([CH:23]1[CH2:27][CH2:26][NH:25][CH2:24]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([CH:23]1[CH2:27][CH2:26][N:25]([C:13]([C:9]2[CH:10]=[N:11][O:12][C:8]=2[C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=2)=[O:15])[CH2:24]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 38297913-BenzylpyrrolidineHCID 228317065-(p-Tolyl)isoxazole-4-carboxylic acid

Product 1

HCID 591700804-[(3-Benzylpyrrolidin-1-yl)carbonyl]-5-(4-methylphenyl)isoxazole

Procedure

The title compound was prepared from 5-(4-methylphenyl)isoxazole-4-carboxylic acid (10.2 mg, 0.050 mmol) and 3-benzylpyrrolidine (9.7 mg, 0.060 mmol) as described in synthetic method B and thereafter purified by preparative HPLC method B to give a solid (5.8 mg). Calcd for C22H22N2O2: 346.1681, found 346.1693.

Workup

  1. custompurified by preparative HPLC method B

Sources & evidence

ORD record
ord-25e0475a69694d138a2d35ef736d5f7d
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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