2,3-Dihydro-2,2-dimethyl-7-benzofuranol → HCID 44603004, compound

HRID 2363111Notes

Reaction equation

HRID 2363111 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].[CH3:25][C:26]1([CH3:36])[CH2:30][C:29]2[CH:31]=[CH:32][CH:33]=[C:34]([OH:35])[C:28]=2[O:27]1>>[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:34]3[C:28]4[O:27][C:26]([CH3:36])([CH3:25])[CH2:30][C:29]=4[CH:31]=[CH:32][CH:33]=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 152782,3-Dihydro-2,2-dimethyl-7-benzofuranolHCID 671108872-Chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amide

Product 1

HCID 44603004HCID 44603004, compoundYield 94%

Procedure

2-Chloro-oxazole-4-carboxylic acid [1-(3,5-difluoro-4-methanesulfonylamino-phenyl)-ethyl]-amide (40 mg, 0.11 mmol) was reacted with 2,3-dihydro-2,2-dimethyl-7-benzofuranol (22 mg, 0.13 mmol) to give the title compound (50 mg, 94%) after purification by flash chromatography on silica gel (gradient 12% to 100% EtOAc in n-hexane).

Sources & evidence

ORD record
ord-4fa243b1f73d4f6faf2093614f59b910
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

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