tert-Butyl bromoacetate → Acetate

HRID 1519846Notes

Reaction equation

HRID 1519846 reaction equation
[F:1][C:2]1([F:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:11].Br[CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]>>[F:12][C:2]1([F:1])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]([CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:3]1=[O:11].[C:15]([O-:17])(=[O:16])[CH3:14]

Participants

4

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 53238213,3-Difluoroindolin-2-one

Product 2

HCID 175AcetateHCID 68754561tert-Butyl 2-(3,3-difluoro-2-oxoindolin-1-yl)acetate

Procedure

The title compound was prepared from 3,3-difluoroindolin-2-one using protocol K except using tert-butyl 2-bromoacetate to give crude tert-butyl difluoro-2-oxoindolin-1-yl)acetate as a yellow oil. LCMS method [1] showed an M+Na peak of 306.1 with a retention time of 2.502 min.

Sources & evidence

ORD record
ord-4f21430a4b1c43b797dcf5eee51d1d81
Source dataset
uspto-grants-2015_07
Patent number
US09073891B2

Reaction notes

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