HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → N-[5-(5-Chloropyridin-3-ylethynyl)-2-fluorophenyl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 5-(5-Chloropyridin-3-ylethynyl)-2-fluorophenylamine | HCID 67047524 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-[5-(5-Chloropyridin-3-ylethynyl)-2-fluorophenyl]-acetamide | HCID 67048115 | 75% |
Reaction Steps
Add acetic anhydride (113 mg, 1.11 mmol) to a solution of 5-(5-chloropyridin-3-ylethynyl)-2-fluorophenylamine, (prepared as described in EXAMPLE 190) (0.275 g, 1.11 mmol) in pyridine (4 mL). Stir the mixture at room temperature under nitrogen for 18 h then concentrate. Purify by silica gel chromatography, eluting with a gradient of 75:25 to 50:50 with hexanes:ethyl acetate, followed by a second silica gel chromatography, eluting with 75:25 to 60:40 hexanes:ethyl acetate, to give the title compound as a white solid (240 mg, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915424B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-05e52521de73499697351accedf92c96 |
| Source note | uspto-grants-2011_03 |