4-Chloro-2-(methylsulfonyl)thieno[2,3-d]pyrimidine → 2-(Methylsulfonyl)thieno[2,3-d]pyrimidine
Reaction equation
Cl[C:2]1[C:3]2[CH:14]=[CH:13][S:12][C:4]=2[N:5]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[N:7]=1>C(O)C>[CH3:11][S:8]([C:6]1[N:7]=[CH:2][C:3]2[CH:14]=[CH:13][S:12][C:4]=2[N:5]=1)(=[O:9])=[O:10]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
To 500 mL round-bottom flask was added 4-chloro-2-(methylsulfonyl)thieno[2,3-d]pyrimidine (15 g, 60 mmol), ethyl alcohol (300 mL), nitrogen gas was bubbled for 5 minutes. To this solution was added 10% palladium on activated charcoal (15 g). To the resulting mixture was bubbled hydrogen gas over night. The reaction mixture was filtered through Celite. The filtrate was concentrated to give the title compound (11.0 g). MS (ES+): 215 (M+H)+.
Workup
- customwas bubbled for 5 minutes
- additionTo this solution was added 10% palladium on activated charcoal (15 g)
- customTo the resulting mixture was bubbled hydrogen gas over night
- filtrationThe reaction mixture was filtered through Celite
- concentrationThe filtrate was concentrated
Sources & evidence
- ORD record
- ord-557104fe24e6488981a98533190e5ff9
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08247409B2
Reaction notes
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