反応 #88955

反応方程式

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

収率 79.0%

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

収率 79.0%

溶媒

DMF

反応条件

後処理

1. 1
   その他The mixture was evaporated in vacuo
2. 2
   その他the residue was partitioned between EtOAc and water
3. 3
   抽出The aqueous layer was then extracted with EtOAc (2×)
4. 4
   洗浄The combined organic layers were washed with saturated aqueous sodium bicarbonate solution and brine
5. 5
   乾燥dried (Na2SO4)
6. 6
   ろ過filtered
7. 7
   その他evaporated in vacuo
8. 8
   その他The residue was purified by FCC

実験手順

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+].

出典