2-Chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amide → HCID 67111314, compound

HRID 2363112Notes

Reaction equation

HRID 2363112 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:14]([NH:16][C:17]([C:19]2[N:20]=[C:21](Cl)[O:22][CH:23]=2)=[O:18])[CH3:15])[CH:5]=[C:6]([F:13])[C:7]=1[NH:8][S:9]([CH3:12])(=[O:11])=[O:10].[F:25][C:26]([F:37])([F:36])[CH:27]([C:29]1[CH:30]=[C:31]([OH:35])[CH:32]=[CH:33][CH:34]=1)[CH3:28]>>[F:1][C:2]1[CH:3]=[C:4]([CH:14]([NH:16][C:17]([C:19]2[N:20]=[C:21]([O:35][C:31]3[CH:32]=[CH:33][CH:34]=[C:29]([CH:27]([CH3:28])[C:26]([F:25])([F:36])[F:37])[CH:30]=3)[O:22][CH:23]=2)=[O:18])[CH3:15])[CH:5]=[C:6]([F:13])[C:7]=1[NH:8][S:9]([CH3:12])(=[O:11])=[O:10]

Participants

3

Reactant 2

HCID 671108872-Chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amideHCID 67111139HCID 67111139, compound

Product 1

HCID 67111314HCID 67111314, compoundYield 88%

Procedure

2-Chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amide (30 mg, 0.08 mmol) was reacted with 3-(1-trifluoromethylethyl)phenol (20 mg, 0.11 mmol) to give the title compound (37 mg, 88%) after purification by flash chromatography on silica gel (gradient 12% to 100% EtOAc in n-hexane).

Sources & evidence

ORD record
ord-fa686cdd959d4a15ab9131961a793099
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

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