HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752496Generated: October 28, 2026
Triphenylphosphine → 2-Pyridinecarbonitrile, 3-chloro-5-(2,2-difluoroethoxy)-
https://huagongshe.com/reaction/1752496
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2,2-Difluoroethan-1-ol | HCID 136187 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 3-Chloro-5-hydroxypicolinonitrile | HCID 66665473 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Pyridinecarbonitrile, 3-chloro-5-(2,2-difluoroethoxy)- | HCID 86689167 | — |
Reaction Steps
To a solution of 3-chloro-5-hydroxy-pyridine-2-carbonitrile [1262860-70-7] (0.200 g, 1.23 mmol) in THF (15 ml) was added at 0° C. 2,2-difluoro-ethanol (0.123 g, 1.48 mmol) and triphenylphosphine (0.484 g, 1.84 mmol). After stirring for 10 min at 0° C. DIAD (0.373 g, 1.84 mmol) was added and the reaction mixture was stirred for 2 h at 0° C. followed by 16 h at 25° C. The reaction mixture was concentrated and the title compound was obtained after CombiFlash chromatography on silica gel (hexane/EtOAc 20:1 to 1:1) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09163011B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-77cd79e50ff748e3af1993e6f96b6e9a |
|---|
| Source note | uspto-grants-2015_10 |
|---|