HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2,2-Trifluoroethyl trifluoromethanesulfonate → HCID 86685322, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2,2-Trifluoroethyl trifluoromethanesulfonate | HCID 80366 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86685319 | HCID 86685319 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86685322 | HCID 86685322 | 62% |
Reaction Steps
In 1.5 mL of DMF were combined 2-(3-(4-(7-chloroimidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile hydrochloride (0.059 g, 0.14 mmol), DIEA (0.15 mL, 0.84 mmol), and 2,2,2-trifluoroethyl trifluoromethanesulfonate (0.049 g, 0.21 mmol) and allowed to proceed at ambient temperature with stirring. After 2 hours the DMF was removed under reduced pressure with heating and the crude was purified by means of silica gel chromatography eluting with 1:1 EtOAc/hexanes containing 0.25% NH4OH to afford 2-(3-(4-(7-chloroimidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)-1-(2,2,2-trifluoro ethyl)azetidin-3-yl)acetonitrile (0.034 g, 0.086 mmol, 62% yield). MS (apci) m/z=396.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962596B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-e459b432680d47389cb7516df3477729 |
| Source note | uspto-grants-2015_02 |