Réaction #86215

Équation de réaction

tert-butyl N-[(3S)-1-[3-chloro-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]pyrazin-2-yl]-3-piperidyl]carbamate

trifluoroacetic acid

→

226

Rendement 49.9%

(3S)-1-[3-chloro-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]pyrazin-2-yl]piperidin-3-amine

Rendement 49.9%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   ConcentrationThe reaction was concentrated
2. 2
   workup.ADDITIONdiluted with water
3. 3
   Extractionthen extracted with EtOAc
4. 4
   Extractionthen extracted with EtOAc
5. 5
   SéchageThe organic layers was dried with sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Concentrationconcentrated in vacuum

Mode opératoire

A solution of tert-butyl N-[(3S)-1-[3-chloro-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]pyrazin-2-yl]-3-piperidyl]carbamate (30 mg, 0.057 mmol) in dichloromethane 4.0 ml and trifluoroacetic acid (0.80 ml, 10 mmol) was stirred at RT 3 h. The reaction was concentrated and diluted with water then extracted with EtOAc. The aqueous layer was basified with 1M NaOH to pH 10 then extracted with EtOAc. The organic layers was dried with sodium sulfate, filtered, and concentrated in vacuum. The crude product was submitted for reverse phase HPLC to give 226 (12 mg, 49% yield). MS (ESI) m/z: 422.1.

Source