HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 89815438, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 89827691 | HCID 89827691 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89815438 | HCID 89815438 | 81% |
Reaction Steps
Add TFA (5 mL, 64.9 mmol) to a solution of tert-butyl (5-(7-acetamido-2-methyl-1,6-naphthyridin-3-yl)-2,4-difluorophenyl)carbamate (0.63 g, 1.470 mmol) in DCM (5 mL), stir at RT for 16 h, then concentrate to dryness. Neutralize with satd. NaHCO3, extract with EtOAc/THF (1×), wash the organic layer with brine, dry over MgSO4 and concentrate to dryness. Triturate with THF/Hex, collect the solids via filtration and dry to afford the title compound (391 mg, 81%) as a tan solid. 1H NMR (400 MHz, DMSO-d6): δ 10.76 (s, 1H), 9.13 (d, J=0.84 Hz, 1H), 8.49 (s, 1H), 8.25 (s, 1H), 7.21 (dd, J=11.28, 9.65 Hz, 1H), 6.76 (dd, J=9.87, 7.72 Hz, 1H), 5.18 (s, 2H), 2.49 (s, 3H), 2.15 (s, 3H); MS (ESI) m/z: 329.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187474B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-078b67b8e1014243a3663a8bdb3fe3a2 |
| Source note | uspto-grants-2015_11 |