HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 59140138, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 6-Aminomethyl-5-fluoro-2-(2-fluoro-4-trimethylsilanyl-phenylamino)-nicotinic acid methyl ester | HCID 59140150 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | HCID 59140138 | HCID 59140138 | 100% |
Reaction Steps
To a solution of 6-aminomethyl-5-fluoro-2-(2-fluoro-4-trimethylsilanyl-phenylamino)-nicotinic acid methyl ester (2.0 g, 5.5 mmol) in formic acid (30 mL) at 0° C. was added acetic anhydride (6 mL). The reaction mixture was stirred at ambient temperature for 2 hours. The reaction mixture was concentrated in vacuo and the resultant residue azeotroped with toluene, then dissolved in dichloromethane. This organic layer was washed with a saturated aqueous solution of sodium bicarbonate, followed by brine, dried (Na2SO4), filtered and concentrated in vacuo to afford the title compound as a dark brown solid (2.1 g, 100%). LCMS (method B): RT=4.36 min, [M+H]+=394.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07923456B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-c5ac4f8026ec4faa9261b32fb05c0c01 |
| Source note | uspto-grants-2011_04 |