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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818914Generated: November 2, 2026

Water → HCID 11959429, compound

https://huagongshe.com/reaction/1818914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantBenzyl ChlorideHCID 7503—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ProductHCID 11959429HCID 1195942989%

Reaction Conditions

Temperature0 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601736B2
Source datasetuspto-grants-2009_10
ORD IDord-68e142c40f91486f9a0b29201c6a330d
Source noteuspto-grants-2009_10