Water → HCID 11959429, compound

Temperature

0 °C

2H-[2,7]naphtyridine-1-on (200 mg, 1.368 mmol) was suspended in 6 mL of anhydrous DMF, and added with NaH (60% dispersion in mineral oil, 82 mg, 2.053 mmol) while stirring it at 0° C. under the nitrogen atmosphere. The mixture was cooled down at room temperature for about 2 hours, dropwisely added with benzyl chloride (0.19 mL, 1.642 mmol) at 0° C. and then stirred at room temperature for about 2 hours. The mixture was added with 5 mL of a saturated solution of ammonium chloride and 5 mL of distilled water, while stirring it at 0° C., and extracted twice with 30 mL of EtOAc. The resulting organic layer was washed with a saturated solution of sodium chloride, dried with anhydrous sodium sulfate, filtered and then concentrated. A silica gel column chromatography (5% MeOH/MC) was performed on thus obtained concentrated residue and obtained 288 mg (89%) of 2-benzyl-2H-[2,7]naphtyridine-1-on in white solid.

1. temperatureThe mixture was cooled down at room temperature for about 2 hours
2. stirringstirred at room temperature for about 2 hours
3. stirringwhile stirring it at 0° C.
4. extractionextracted twice with 30 mL of EtOAc
5. washThe resulting organic layer was washed with a saturated solution of sodium chloride
6. dry with materialdried with anhydrous sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated
9. customon thus obtained concentrated residue

ORD record

ord-68e142c40f91486f9a0b29201c6a330d

Source dataset

uspto-grants-2009_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07601736B2