HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(6-Chloro-5-cyano-3-fluoropyridin-2-ylamino)-4,4,4-trifluorobutanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile | HCID 2733849 | — |
| Reactant | 2-Amino-4,4,4-trifluorobutanamide hydrochloride | HCID 86666169 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(6-Chloro-5-cyano-3-fluoropyridin-2-ylamino)-4,4,4-trifluorobutanamide | HCID 86666170 | 100.1% |
Reaction Steps
A solution of 2,6-dichloro-3-cyano-5-fluoropyridine (134 mg, 0.701 mmol), 2-amino-4,4,4-trifluorobutanamide hydrochloride (135 mg, 0.701 mmol) and DIEA (0.365 mL, 2.10 mmol) in DMSO (3 mL) was stirred at 95 C for 3 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo to give crude 2-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)-4,4,4-trifluorobutanamide (218 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846928B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-79fcec32ad3942c5970dbc61cdb6b006 |
| Source note | uspto-grants-2014_09 |