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

HRID 1446170Notes

Reaction equation

HRID 1446170 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.[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1>>[CH3:1][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 228317065-(p-Tolyl)isoxazole-4-carboxylic acid

Product 1

HCID 248099225-(4-Methylphenyl)-4-(pyrrolidin-1-ylcarbonyl)isoxazole

Procedure

The title compound was prepared from 5-(4-methylphenyl)isoxazole-4-carboxylic acid (10.2 mg, 0.050 mmol) and pyrrolidine (4.3 mg, 0.060 mmol) as described in synthetic method A and thereafter purified by preparative HPLC method A to give a solid (7.1 mg). MS (pos) m/z 257.2 (M+H).

Workup

  1. custompurified by preparative HPLC method A

Sources & evidence

ORD record
ord-15313ebc047e48c6974a5ec585aec07f
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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