Ethyl bromodifluoroacetate → HCID 67234404, compound

HRID 331125Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1/[C:9](=[N:11]/[S@@:12]([C:14]([CH3:17])([CH3:16])[CH3:15])=[O:13])/[CH3:10].Br[C:19]([F:26])([F:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21]>>[CH3:17][C:14]([CH3:15])([S@:12]([NH:11][C@@:9]([C:3]1[CH:4]=[C:5]([Br:8])[CH:6]=[CH:7][C:2]=1[F:1])([CH3:10])[C:19]([F:26])([F:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:13])[CH3:16]

Participants

Reactant 2

HCID 69585Ethyl bromodifluoroacetate

HCID 87126877[N(E),S(R)]-N-[1-(5-Bromo-2-fluorophenyl)ethylidene]-2-methyl-2-propanesulfinamide

Product 1

HCID 67234404HCID 67234404, compound

Procedure

Starting from (R)-2-methyl-propane-2-sulfinic acid [1-(2-fluoro-5-bromo-phenyl)-(E)-ethylidene]-amide and ethyl 2-bromo-2,2-difluoroacetate, the product (3R)-ethyl 3-((R)-1,1-dimethylethylsulfinamido)-2,2-difluoro-3-(2-fluoro-5-bromo-phenyl)butanoate was obtained as an orange oil. MS: m/z=446.1 [M+H]+.

Sources & evidence

ORD record: ord-caef5f9e5a6a4933ae2fedff426e7314
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877744B2

Reaction notes

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