Potassium Carbonate → HCID 46916618, compound

HRID 1507794Notes

Reaction equation

HRID 1507794 reaction equation
[NH2:1][C:2]1[N:3]=[C:4](S(C)(=O)=O)[C:5]2[N:10]=[C:9]([CH:11]3[CH2:13][CH2:12]3)[S:8][C:6]=2[N:7]=1.[C:18]([O-])([O-])=[O:19].[K+].[K+]>O1CCOCC1.CO>[NH2:1][C:2]1[N:3]=[C:4]([O:19][CH3:18])[C:5]2[N:10]=[C:9]([CH:11]3[CH2:13][CH2:12]3)[S:8][C:6]=2[N:7]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 66759187HCID 66759187, compound

Product 1

HCID 46916618HCID 46916618, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 5-amino-2-cyclopropyl-7-(methylsulfonyl)thiazolo[5,4-d]pyrimidine (54 mg, 0.2 mmol) and K2CO3 (69 mg, 0.5 mmol) in dioxane (10 ml) and methanol (5 ml) was stirred at room temperature overnight. The reaction mixture was evaporated in vacuo and purified by flash chromatography on silica, the mobile phase being a mixture of methanol and dichloromethane (in a ratio of 1/60), yielding the pure title compound (40 mg, 90%).

Workup

  1. customThe reaction mixture was evaporated in vacuo
  2. custompurified by flash chromatography on silica
  3. additiona mixture of methanol and dichloromethane (in a ratio of 1/60),

Sources & evidence

ORD record
ord-9a513530143a4bfbad2b1a75a44d93d2
Source dataset
uspto-grants-2015_12
Patent number
US09221822B2

Reaction notes

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