반응 #1489245

반응 방정식

sodium bicarbonate

tert-Butyl ({4-[4-chloro-2-(2-formylpyridin-4-yl)phenoxy]-2,5-difluorophenyl}sulfonyl)1,3-thiazol-4-ylcarbamate

azetidine hydrochloride

Sodium triacetoxyborohydride

→

desired product

tert-Butyl [(4-{2-[2-(azetidin-1-ylmethyl)pyridin-4-yl]-4-chlorophenoxy}-2,5-difluorophenyl)sulfonyl]1,3-thiazol-4-ylcarbamate

용매

dichloromethane

반응 조건

후처리

1. 1
   기타reaction
2. 2
   workup.STIRRINGthe reaction stirred at room temperature for 18 hours
3. 3
   workup.STIRRINGthe reaction stirred for 30 minutes
4. 4
   기타The reaction was then passed through a phase separation cartridge
5. 5
   농축the isolated dichloromethane layer concentrated in vacuo

실험 절차

tert-Butyl ({4-[4-chloro-2-(2-formylpyridin-4-yl)phenoxy]-2,5-difluorophenyl}sulfonyl)1,3-thiazol-4-ylcarbamate, (Preparation 879, 0.36 g, 0.00059 mol) was dissolved in dichloromethane (3 mL) then azetidine hydrochloride (0.083 g, 0.00089 mol) was added and reaction allowed to stir at room temperature for 30 minutes. Sodium triacetoxyborohydride (0.144 g, 0.00068 mol) was added and the reaction stirred at room temperature for 18 hours. Saturated aqueous sodium bicarbonate solution (5 mL) was added and the reaction stirred for 30 minutes. The reaction was then passed through a phase separation cartridge and the isolated dichloromethane layer concentrated in vacuo to give the desired product as an orange foam (0.325 g).

출처