반응 #88959

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diethylazodicarboxylate

5-(5-amino-3-tert-butyl-pyrazol-1-yl)-2-chloro-phenol

Ph3P

3-(tetrahydro-pyran-2-yloxy)-propan-1-ol

→

title compound

수율 96.0%

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

수율 96.0%

용매

THF

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후처리

1. 1
   온도to warm up to RT
2. 2
   기타The volatiles were removed under reduced pressure
3. 3
   기타The residue was purified by FCC

실험 절차

To a solution of 5-(5-amino-3-tert-butyl-pyrazol-1-yl)-2-chloro-phenol (WO2011/154734A1, which is incorporated herein by reference in it is entirety; 500 mg, 1.88 mmol), and Ph3P (986 mg, 3.76 mmol) in dry THF (10 mL) was added 3-(tetrahydro-pyran-2-yloxy)-propan-1-ol (Can. J. Chem. Vol. 73, 1195, pp 1682, which is incorporated herein by reference in it is entirety; 452 mg, 2.82 mmol). The resulting mixture was cooled to 0° C. using an ice bath and diethylazodicarboxylate (0.69 mL, 3.76 mmol) was added to the chilled mixture which was allowed to warm up to RT. The volatiles were removed under reduced pressure. The residue was purified by FCC, using 0-50% EtOAc in cyclohexane, to give the title compound (739 mg, 96%). LCMS (Method 1): Rt 3.63 min, m/z 408 [MH+].

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