반응 #88955

반응 방정식

chlorotriisopropylsilane

Intermediate 74e

{5-Amino-3-tert-butyl-1′-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1′H-[1,4′]bipyrazolyl-3′-yl}-methanol

imidazole

→

title compound

수율 79.0%

3-tert-Butyl-1′-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-3′-triisopropylsilanyloxymethyl-1′H-[1,4′]bipyrazolyl-5-ylamine

수율 79.0%

용매

DMF

반응 조건

후처리

1. 1
   기타The mixture was evaporated in vacuo
2. 2
   기타the residue was partitioned between EtOAc and water
3. 3
   추출The aqueous layer was then extracted with EtOAc (2×)
4. 4
   세척The combined organic layers were washed with saturated aqueous sodium bicarbonate solution and brine
5. 5
   건조dried (Na2SO4)
6. 6
   여과filtered
7. 7
   기타evaporated in vacuo
8. 8
   기타The residue was purified by FCC

실험 절차

A solution of Intermediate 74e (0.39 g, 1.10 mmol) in DMF (3.9 mL) was treated with imidazole (0.18 g, 2.7 mmol) then chlorotriisopropylsilane (0.28 mL, 1.3 mmol) and the mixture was stirred at RT for 22 h. The mixture was evaporated in vacuo and the residue was partitioned between EtOAc and water. The aqueous layer was then extracted with EtOAc (2×). The combined organic layers were washed with saturated aqueous sodium bicarbonate solution and brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified by FCC, using 0-4% MeOH in DCM, to give the title compound (0.44 g, 79%). LCMS (Method 3): Rt 4.20 min, m/z 520 [MH+].

출처