5-(3,6-dihydro-2H-thiopyran-4-yl)pyridin-2-amine → 5-(tetrahydro-2H-thiopyran-4-yl)pyridin-2-amine
Reaction equation
[S:1]1[CH2:6][CH:5]=[C:4]([C:7]2[CH:8]=[CH:9][C:10]([NH2:13])=[N:11][CH:12]=2)[CH2:3][CH2:2]1>CO.C(Cl)Cl.[Pd]>[S:1]1[CH2:2][CH2:3][CH:4]([C:7]2[CH:8]=[CH:9][C:10]([NH2:13])=[N:11][CH:12]=2)[CH2:5][CH2:6]1Participants
5
Procedure
A suspension of 5-(3,6-dihydro-2H-thiopyran-4-yl)pyridin-2-amine (260 mg, 1.35 mmol), Pd/C (36 mg, 0.33 mmol) in methanol (16 mL) was stirred under hydrogen at ambient temperature for 16 h. The reaction mixture was diluted with DCM (80 mL), and was filtered through Celite. The filtrate was concentrated to give 5-(tetrahydro-2H-thiopyran-4-yl)pyridin-2-amine (240 mg, 91% yield) as yellow color solid. LCMS (m/z): 195 (MH+), 0.46 min.
Workup
- filtrationwas filtered through Celite
- concentrationThe filtrate was concentrated
Sources & evidence
- ORD record
- ord-4a23599ccaad4baab79178c67865d0b2
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09242996B2
Reaction notes
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