Carvacrol → HCID 67238178, compound

HRID 2363136Notes

Reaction equation

HRID 2363136 reaction equation
[CH:1]1[C:8]([CH:9]([CH3:11])[CH3:10])=[CH:7][CH:6]=[C:4]([CH3:5])[C:2]=1[OH:3].[F:12][C:13]1[CH:14]=[C:15]([CH:25]([NH:27][C:28]([C:30]2[N:31]=[C:32](Cl)[O:33][CH:34]=2)=[O:29])[CH3:26])[CH:16]=[C:17]([F:24])[C:18]=1[NH:19][S:20]([CH3:23])(=[O:22])=[O:21].C([O-])([O-])=O.[K+].[K+]>>[F:24][C:17]1[CH:16]=[C:15]([CH:25]([NH:27][C:28]([C:30]2[N:31]=[C:32]([O:3][C:2]3[CH:1]=[C:8]([CH:9]([CH3:11])[CH3:10])[CH:7]=[CH:6][C:4]=3[CH3:5])[O:33][CH:34]=2)=[O:29])[CH3:26])[CH:14]=[C:13]([F:12])[C:18]=1[NH:19][S:20]([CH3:23])(=[O:22])=[O:21]

Participants

4

Reactant 3

HCID 10364CarvacrolHCID 11430Potassium CarbonateHCID 671108872-Chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amide

Product 1

HCID 67238178HCID 67238178, compoundYield 77%

Procedure

Carvacrol (25 mg, 0.16 mmol) and 2-chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amide (40 mg, 0.11 mmol) was reacted using K2CO3 (50 mg, 0.36 mmol) as described above to give the title compound (40 mg, 77%) after purification by flash chromatography on silica gel (hexane: EtOAc=1:1).

Sources & evidence

ORD record
ord-271a99bda2e1419c8fd5664c6a34c34d
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

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