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(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

용매

DCM

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후처리

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

실험 절차

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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