2-Chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amide → HCID 67111436, compound

HRID 2363114Notes

Reaction equation

HRID 2363114 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].[CH2:25]=[C:26]1[CH2:35][CH2:34][CH2:33][C:32]2[C:31]([OH:36])=[CH:30][CH:29]=[CH:28][C:27]1=2>>[F:1][C:2]1[CH:3]=[C:4]([CH:14]([NH:16][C:17]([C:19]2[N:20]=[C:21]([O:36][C:31]3[C:32]4[CH2:33][CH2:34][CH2:35][C:26](=[CH2:25])[C:27]=4[CH:28]=[CH:29][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 67111959HCID 67111959, compound

Product 1

HCID 67111436HCID 67111436, compoundYield 85%

Procedure

2-Chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amide (50 mg, 0.13 mmol) was reacted with 5-methylene-5,6,7,8-tetrahydro-naphthalen-1-ol (43 mg, 0.26 mmol, example 39) to give the title compound (52 mg, 85%) after purification by column chromatography (gradient 12% to 100% EtOAc in n-hexane).

Sources & evidence

ORD record
ord-e5aa181c93ae4a2b80dd93df365f05f6
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

Loading…