Trifluoroacetic acid → 3-(Trifluoromethyl)-5,6-dihydro-1,6-naphthyridin-7(8H)-one

To a solution of tert-butyl 7-oxo-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-8-carboxylate (3.60 g, 11.4 mmol) in methylene chloride (14 mL) was added trifluoroacetic Acid (6.75 mL) and the resulting mixture was stirred at room temperature for 0.5 h. The solution was evaporated under reduced pressure and the residue was dissolved in CH2Cl2. The mixture was neutralized by the slow addition of a solution of saturated NaHCO3 and the organic layer was removed. The aqueous layer was extracted with CH2Cl2 four times, and the combined organic layers were dried over MgSO4, filtered, and evaporated in vacuo to afford 2.45 g (100%) of desired product as a yellow solid. LC-MS calculated for C9H7F3N2O: (M+H)+217; found 217.0.

1. customThe solution was evaporated under reduced pressure
2. dissolutionthe residue was dissolved in CH2Cl2
3. additionThe mixture was neutralized by the slow addition of a solution of saturated NaHCO3
4. customthe organic layer was removed
5. extractionThe aqueous layer was extracted with CH2Cl2 four times
6. dry with materialthe combined organic layers were dried over MgSO4
7. filtrationfiltered
8. customevaporated in vacuo

ORD-Eintrag

ord-1e8e3f645d484d7aa5ba2f8e4d7ac5ca

Quelldatensatz

uspto-grants-2007_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07307086B2