Реакция #1563959

Уравнение реакции

(R)-ethyl 5-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

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title compound

(R)-ethyl 5-(2-(5-fluoro-2-hydroxyphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

Растворители

DCM

Условия реакции

Обработка

1. 1
   workup.ADDITION1.0M Borontribromide (15.6 ml, 39.2 g, 15.65 mmol) was added at −70° C.
2. 2
   ДругоеReaction mass
3. 3
   Другоеwas quenched with 5 mL of ice
4. 4
   Температураcooled water
5. 5
   workup.STIRRINGstirred for 15 min
6. 6
   workup.ADDITIONThe reaction mixture was diluted with DCM (50 mL)
7. 7
   Промывкаthe organic layer was washed with water
8. 8
   СушкаThe organic layer was dried over anhydrous sodium sulphate
9. 9
   Концентрированиеconcentrated under reduced pressure

Методика

To a stirred solution of (R)-ethyl 5-(2-(5-fluoro-2-methoxyphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate (synthesized similar to that of Int-84 using intermediate 41) (1.2 g, 3.13 mmol) in 25 mL of DCM, 1.0M Borontribromide (15.6 ml, 39.2 g, 15.65 mmol) was added at −70° C. and stirred at −70° C. to room temperature during 16 h. Reaction mass was quenched with 5 mL of ice cooled water and stirred for 15 min. The reaction mixture was diluted with DCM (50 mL) and the organic layer was washed with water followed by brine. The organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford of the title compound (Int-76) as off white solid. MS (ESI): m/z 370.3 (M+H).

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