6-Fluoropyridin-2-amine → (S)-6-(2-methylpyrrolidin-1-yl)pyridin-2-amine
Reaction equation
F[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=1.[CH3:9][C@H:10]1[CH2:14][CH2:13][CH2:12][NH:11]1>O>[CH3:9][C@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 205 °C
Procedure
A suspension of 6-fluoropyridin-2-amine (1.12 g, 10 mmol) and (S)-2-methylpyrrolidine (1.03 g, 12 mmol) in water (1 mL) was heated to 205° C. in a microwave oven for 30 minutes. The reaction mixture was purified by chromatography (silica gel, 200-300 mesh, petroleum ether:ethyl acetate=5:1) to give (S)-6-(2-methylpyrrolidin-1-yl)pyridin-2-amine (1.5 g, 83%) as a colorless oil. LC-MS: [M+H]+, 178.2, tR=1.066 min.
Workup
- customThe reaction mixture was purified by chromatography (silica gel, 200-300 mesh, petroleum ether:ethyl acetate=5:1)
Sources & evidence
- ORD record
- ord-d8d31159389742638eeea06f7d6d6a05
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09169259B2
Reaction notes
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