2-methyl-N-[2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethyl]propane-2-sulfinamide → 2,2,2-Trifluoro-1-(6-methyl-pyridin-2-YL)-ethylamine
Reaction equation
CC(S([NH:7][CH:8]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[N:14]=1)[C:9]([F:12])([F:11])[F:10])=O)(C)C>CO>[F:12][C:9]([F:10])([F:11])[CH:8]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[N:14]=1)[NH2:7]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 38 °C
Procedure
A solution of 2-methyl-N-[2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethyl]propane-2-sulfinamide (0.2 g, 0.68 mmol) in methanol (1.4 mL) was treated with (0.5 mL of a 4M solution, 2.0 mmol) and the reaction was heated to 38° C. for 16 hours. The reaction was cooled to room temperature and partitioned between water/ethyl acetate. The organics were dried over sodium sulfate, filtered and evaporated in vacuo. Purification by reverse phase chromatography gave 2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethanamine. LC-MS EIMS: m/z 191.1 [M+H]+.
Workup
- temperatureThe reaction was cooled to room temperature
- custompartitioned between water/ethyl acetate
- dry with materialThe organics were dried over sodium sulfate
- filtrationfiltered
- customevaporated in vacuo
- customPurification by reverse phase chromatography
Sources & evidence
- ORD record
- ord-f76f36f13e5f4cd8a271598eb6a65b8f
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08461162B2
Reaction notes
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