HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → 4-((6-(3-Azido-2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxypropyl)pyridin-3-yl)oxy)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-((6-((2-(2,4-Difluorophenyl)oxiran-2-yl)difluoromethyl)pyridin-3-yl)oxy)benzonitrile | HCID 89309084 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-((6-(3-Azido-2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxypropyl)pyridin-3-yl)oxy)benzonitrile | HCID 117720446 | 86.5% |
Reaction Steps
A solution of 4-((6-((2-(2,4-difluorophenyl)oxiran-2-yl)difluoromethyl)pyridin-3-yl)oxy)benzonitrile (3.5 g, 8.74 mmol) and sodium azide (1.705 g, 26.2 mmol) in DMF (43.7 mL) was heated at 50° C. for 17 h. The reaction was poured into sat. aq. NaHCO3, and the mixture was extracted with Et2O (3×). The combined organic phases were washed with brine, dried (MgSO4) and concentrated to give the title compound as a brown oil (3.353 g, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447073B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-9e8e3bc9e9bd4bb4b010383f5613fe20 |
| Source note | uspto-grants-2016_09 |