Реакция #57287

Уравнение реакции

1,1-dimethylethyl 4-(5-{4-[3-(4-aminophenyl)-1-methyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-2-pyrimidinyl)-1-piperazinecarboxylate

isopropenyl chloroformate

pyridine

→

title product

Выход 27.0%

1,1-dimethylethyl 4-(5-{4-[3-(4-{[(dimethylamino)carbonyl]amino}phenyl)-1-methyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-2-pyrimidinyl)-1-piperazinecarboxylate

Выход 27.0%

Условия реакции

Обработка

1. 1
   КонцентрированиеThe resulting solution was concentrated
2. 2
   Другоеpurified by reverse-phase
3. 3
   workup.DISSOLUTIONThis intermediate was dissolved in THF (10 ml)
4. 4
   workup.ADDITIONdimethylamine (2M in THF, 20 ml) was added
5. 5
   ТемператураAfter heating for 2 hours at 50° C.
6. 6
   Концентрированиеconcentration in vacuo

Методика

To a solution of 1,1-dimethylethyl 4-(5-{4-[3-(4-aminophenyl)-1-methyl-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-2-pyrimidinyl)-1-piperazinecarboxylate (0.326 mmol) in pyridine (8 ml) under argon at 0° C. was added isopropenyl chloroformate (1.31 mmol) portionwise over 3 hours maintaining the reaction temperature at 0° C. The resulting solution was concentrated, purified by reverse-phase. This intermediate was dissolved in THF (10 ml) and dimethylamine (2M in THF, 20 ml) was added. After heating for 2 hours at 50° C., concentration in vacuo provided the title product (27%) as a yellow solid which was used without further purification. ESMS [M+H]+: 623.2.

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