Pyrrolidine → 5-(4-Bromophenyl)-4-(pyrrolidin-1-ylcarbonyl)isoxazole

HRID 1446169Notes

Reaction equation

HRID 1446169 reaction equation
[Br: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.[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13]([N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:15])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 228317015-(4-Bromophenyl)-1,2-oxazole-4-carboxylic acid

Product 1

HCID 248098955-(4-Bromophenyl)-4-(pyrrolidin-1-ylcarbonyl)isoxazole

Procedure

The title compound was prepared from 5-(4-bromophenyl)isoxazole-4-carboxylic acid (13.4 mg, 0.050 mmol) and pyrrolidine (4.3 mg, 0.060 mmol) as described in synthetic method A and thereafter purified, first by preparative HPLC method A and then by method B, to give a solid (16.2 mg). MS (pos) m/z 321.0.

Workup

  1. custompurified, first by preparative HPLC method A

Sources & evidence

ORD record
ord-5c104a78c01644dd84e6ede0261bcf48
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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