3-(Trifluoromethyl)phenol → HCID 67238766, compound

HRID 2363088Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([F:23])[C:17]=1[NH:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH2:5][NH:6][C:7]([C:9]1[N:10]=[C:11](Cl)[S:12][CH:13]=1)=[O:8].[C:24]([O-:27])([O-])=O.[K+].[K+].[F:30][C:31]([F:40])([F:39])[C:32]1[CH:33]=[C:34](O)C=[CH:36][CH:37]=1>>[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([F:23])[C:17]=1[NH:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH2:5][NH:6][C:7]([C:9]1[N:10]=[C:11]([O:27][C:24]2[CH:34]=[CH:33][C:32]([C:31]([F:40])([F:39])[F:30])=[CH:37][CH:36]=2)[S:12][CH:13]=1)=[O:8]

Participants

Reactant 3

HCID 73763-(Trifluoromethyl)phenol

HCID 11430Potassium Carbonate

HCID 67111192HCID 67111192, compound

Product 1

HCID 67238766HCID 67238766, compoundYield 51.7%

Procedure

2-Chloro-thiazole-4-carboxylic acid 3,5-difluoro-4-methanesulfonylamino-benzylamide (62 mg, 0.16 mmol), anhyd. K2CO3 (49 mg, 0.20 mmol) was reacted with 3-trifluoromethylphenol (40 μl, 0.19 mmol) as described above to give the title compound (42 mg, 51%) after purification by column chromatography (Hex/EtOAc=3:2)

Sources & evidence

ORD record: ord-fbf8e7bb8de74089ac3b67350c86bb1f
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08691855B2

Reaction notes

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