HuagongsheHuagongshe Chemistry Print Report · For research reference only
Fluoroacetyl chloride → HCID 46174436, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Fluoroacetyl chloride | HCID 9663 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 58303707 | HCID 58303707 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 46174436 | HCID 46174436 | 34% |
Reaction Steps
2-Fluoroacetyl chloride (12 mg, 0.13 mmol) was added to a stirred solution of 3-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yloxy)-2,2-dimethylpropan-1-amine (prepared according to Example 18; 30 mg, 0.086 mmol) and diisopropylethyl amine (45 μL, 0.26 mmol) in DCM (2 mL) at 0° C. After 30 minutes, the reaction was quenched with saturated aqueous bicarbonate (5 mL), extracted into EtOAc, washed with water, dried over Na2SO4 followed by concentration in vacuo. The resulting oil was purified by flash column chromatography (silica gel), eluting with 100% EtOAc (Biotage) to give the desired product (12 mg, 0.029 mmol, 34% yield) as a white solid. MS ESI (+) m/z 408.2 (M+1) detected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987251B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-3134e2f575b841b99c6c21c41905b65b |
| Source note | uspto-grants-2015_03 |