تفاعل #88959

معادلة التفاعل

diethylazodicarboxylate

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

Ph3P

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

→

title compound

المردود 96.0%

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

المردود 96.0%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm up to RT
2. 2
   أخرىThe volatiles were removed under reduced pressure
3. 3
   أخرىThe residue was purified by FCC

الإجراء التجريبي

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+].

المصدر