4-Chloro-2-(methylsulfonyl)thieno[2,3-d]pyrimidine → 2-(Methylsulfonyl)thieno[2,3-d]pyrimidine

HRID 19570

Reaction equation

HRID 19570 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

HCID 219883544-Chloro-2-(methylsulfonyl)thieno[2,3-d]pyrimidine

Product 1

HCID 219883562-(Methylsulfonyl)thieno[2,3-d]pyrimidineYield 85.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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

  1. customwas bubbled for 5 minutes
  2. additionTo this solution was added 10% palladium on activated charcoal (15 g)
  3. customTo the resulting mixture was bubbled hydrogen gas over night
  4. filtrationThe reaction mixture was filtered through Celite
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-398d0eeeef004e768af1392b96843f9b
Source dataset
uspto-grants-2010_06
Patent number
US07745449B2

Linked notes

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