Reaction #91540

Reaction equation

2-((2-(2,4-difluorophenyl)oxiran-2-yl)difluoromethyl)-5-(2,2,2-trifluoroethoxy)pyridine

ammonium chloride

sodium azide

N2

→

3-azido-2-(2,4-difluorophenyl)-1,1-difluoro-1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)propan-2-ol

Solvents

MeOH

Conditions

Workup

1. 1
   TemperatureThe reaction was cooled to rt
2. 2
   Othervolatiles were removed under a gentle stream of N2
3. 3
   workup.ADDITIONEt2O was added to the resulting residue
4. 4
   workup.STIRRINGstirred rapidly for 5 min
5. 5
   Filtrationfiltered
6. 6
   Otherto remove solids
7. 7
   OtherThe volatiles were removed by rotary evaporation
8. 8
   Otherthe resulting oil was carried on without further purification

Procedure

To a magnetically stirred mixture of 2-((2-(2,4-difluorophenyl)oxiran-2-yl)difluoromethyl)-5-(2,2,2-trifluoroethoxy)pyridine (775 mg, 2.033 mmol) and ammonium chloride (326 mg, 6.10 mmol) in MeOH (6.776 mL) was added sodium azide (396 mg, 6.10 mmol) in a 20 mL vial under a N2 atmosphere. The reaction mixture was stirred at 50° C. for 16 h. The reaction was cooled to rt, then volatiles were removed under a gentle stream of N2. Et2O was added to the resulting residue and stirred rapidly for 5 min, then filtered to remove solids. The volatiles were removed by rotary evaporation and the resulting oil was carried on without further purification.

Source