Реакция #60833

Уравнение реакции

potassium carbonate

2-{1-Methyl-4-phenyl-2-[(trimethylsilyl)ethynyl]-1H-imidazol-5-yl}[1,3]thiazolo[5,4-d]pyrimidin-7-amine

Intermediate 45

2-{1-Methyl-4-phenyl-2-[(trimethylsilyl)ethynyl]-1H-imidazol-5-yl}[1,3]thiazolo[5,4-d]pyrimidin-7-amine

HCl

water

→

title compound

Выход 25.4%

2-(2-Ethynyl-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine

Выход 25.4%

Растворители

MeOH

Условия реакции

Обработка

1. 1
   workup.ADDITIONadded
2. 2
   Концентрированиеconcentrated in vacuo
3. 3
   workup.ADDITIONthe residue diluted with water (10 mL)
4. 4
   Экстракцияextracted with DCM (3×10 mL)
5. 5
   СушкаThe organic extracts were dried (MgSO4)
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated in vacuo
8. 8
   Другоеthen purified by flash chromatography on silica eluting with 4% MeOH/DCM

Методика

2-{1-Methyl-4-phenyl-2-[(trimethylsilyl)ethynyl]-1H-imidazol-5-yl}[1,3]thiazolo[5,4-d]pyrimidin-7-amine (Intermediate 45) (48 mg) was dissolved/suspended in MeOH (3 mL)/water (1 mL) and potassium carbonate (50 mg) added, then stirred for 90 minutes at ambient temperature. The reaction mixture was neutralised with 2M HCl, concentrated in vacuo, the residue diluted with water (10 mL) and extracted with DCM (3×10 mL). The organic extracts were dried (MgSO4), filtered, concentrated in vacuo then purified by flash chromatography on silica eluting with 4% MeOH/DCM to give the title compound as a yellow solid (10 mg, 25%);

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