Reaction #8681

Reaction equation

1-cyclopropyl-2-{2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]-pyridin-3-yl]-5-pyrimidinyl}ethanone

1-Cyclopropyl-2-{2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidinyl}ethanone

N-(dimethoxymethyl)-N,N-dimethylamine

→

(2E)-1-Cyclopropyl-3-(dimethylamino)-2-{2-[1-(2-fluorobenzyl)-1H-pyrazol[3,4-b]-pyridin-3-yl]-5-pyrimidinyl}-2-propen-1-one

Solvents

DMF

Conditions

Workup

1. 1
   workup.ADDITIONpoured
2. 2
   workup.DISTILLATIONinto distilled water
3. 3
   FiltrationThe precipitated solid is filtered off
4. 4
   Washwashed with distilled water
5. 5
   Otherdried
6. 6
   Other93 mg (64% of theory) of the product are obtained
7. 7
   Otherare directly reacted further without further purification

Procedure

100 mg (0.26 mmol) of 1-cyclopropyl-2-{2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]-pyridin-3-yl]-5-pyrimidinyl}ethanone (example XXVI, step 1) are added to a solution of 123 mg (1.03 mmol) of N-(dimethoxymethyl)-N,N-dimethylamine in 1 ml of DMF. The reaction mixture is stirred at 110° C. for 2 hours and then poured into distilled water. The precipitated solid is filtered off, washed with distilled water and dried. 93 mg (64% of theory) of the product are obtained and are directly reacted further without further purification.

Source