Water → HCID 66727811, compound

HRID 573356

Reaction equation

HRID 573356 reaction equation
[CH3:1][S:2][C:3]1[NH:11][C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[N:4]=1.FC(F)(F)S(O[CH2:18][CH:19]([F:21])[F:20])(=O)=O.O>CN(C=O)C>[F:20][CH:19]([F:21])[CH2:18][N:11]1[C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[N:4]=[C:3]1[S:2][CH3:1]

Participants

5

Reactant 3

HCID 962WaterHCID 27740892,2-Difluoroethyl trifluoromethanesulfonateHCID 178503348HCID 178503348, compound

Product 1

HCID 66727811HCID 66727811, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2-(methylsulfanyl)-3H-imidazo[4,5-b]pyridine (600 mg) and 2,2-difluoroethyl trifluoromethanesulfonate (816 mg) in DMF (7 mL) was stirred at 80° C. for 3 h, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure to give the title compound (400 mg).

Workup

  1. extractionextracted with AcOEt
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2d9016d9496f45a1ab6f94d4a0165361
Source dataset
uspto-grants-2015_05
Patent number
US09029536B2

Linked notes

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