反応 #88960

反応方程式

Intermediate 75a

5-tert-Butyl-2-{4-chloro-3-[3-(tetrahydro-pyran-2-yloxy)-propoxy]-phenyl}-2H-pyrazol-3-ylamine

sodium hydroxide

2,2,2-trichloroethyl chloroformate

→

title compound

収率 70.3%

(5-tert-Butyl-2-{4-chloro-3-[3-(tetrahydro-pyran-2-yloxy)-propoxy]-phenyl}-2H-pyrazol-3-yl)-carbamic acid-2,2,2-trichloro-ethyl ester

収率 70.3%

溶媒

EtOAc

反応条件

後処理

1. 1
   抽出The aqueous layer was extracted with EtOAc (2×20 mL)
2. 2
   その他the combined organics dried
3. 3
   濃縮concentrated in vacuo
4. 4
   その他The residue was purified by FCC

実験手順

To a solution of Intermediate 75a (739 mg, 1.811 mmol) in EtOAc (9 mL) and 1N sodium hydroxide solution (4.5 mL, 4.53 mmol) was added 2,2,2-trichloroethyl chloroformate (341 μL, 2.54 mmol), and the mixture stirred vigorously at RT for 1 h. The aqueous layer was extracted with EtOAc (2×20 mL), and then the combined organics dried and concentrated in vacuo. The residue was purified by FCC, using 0-10% MeOH in DCM, to give the title compound (743 mg, 70%). LCMS (Method 4): Rt 4.69 min, m/z 582, 584, 586 [MH+].

出典