tert-Butylsulfinamide, (R)-(+)- → (R)-2-methyl-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)propyl)propane-2-sulfinamide

HRID 715375Notes

Reaction equation

HRID 715375 reaction equation
[F:1][C:2]([F:16])([F:15])[CH2:3][O:4][C:5]1[N:10]=[CH:9][C:8]([C:11](=O)[CH2:12][CH3:13])=[CH:7][CH:6]=1.[CH3:17][C:18]([S@:21]([NH2:23])=[O:22])([CH3:20])[CH3:19]>>[CH3:17][C:18]([S@:21]([NH:23][CH:11]([C:8]1[CH:9]=[N:10][C:5]([O:4][CH2:3][C:2]([F:16])([F:15])[F:1])=[CH:6][CH:7]=1)[CH2:12][CH3:13])=[O:22])([CH3:20])[CH3:19]

Participants

3

Reactant 2

HCID 10964479tert-Butylsulfinamide, (R)-(+)-HCID 675097691-(6-(2,2,2-Trifluoroethoxy)pyridin-3-yl)propan-1-one

Product 1

HCID 67509323(R)-2-methyl-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)propyl)propane-2-sulfinamideYield 50%

Procedure

The title compound is prepared in 50% yield (0.39 g, colorless oil) from 1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)propan-1-one (0.54 g, 2.29 mmol, Step-1) and (R)-2-methylpropane-2-sulfinamide in a similar manner to Step-4 of Amine-1.

Sources & evidence

ORD record
ord-d39cd0ac54ba47248a831ecb722b4d3c
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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