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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2248147Generated: October 29, 2026

Sodium → CI 951

https://huagongshe.com/reaction/2248147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodiumHCID 5360545—
Reactant(+)-1,4-Dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid benzyl esterHCID 13923228—
SolventEthanolHCID 702—
ProductCI 951HCID 128276—

Reaction Steps

1.44 g (+)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid benzyl ester is introduced into a solution of 100 mg sodium in 90 mL anhydrous ethanol and boiled under reflux for 20 hours. The reaction mixture is evaporated, the residue is taken up in 50 mL dichloromethane and extracted three times with 20 mL amounts of water. The organic phase is dried over anhydrous sodium sulfate and thereafter evaporated to dryness. The residue is recrystallized from 20 mL n-hexane. The filter cake is dried to constant weight at 30° C. in a vacuum drying cabinet. Yield: 850 mg (67.38% of theory); mp 130° C.; [α]D =+110° C. (c=0.5/dichloromethane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05037987
Source datasetuspto-grants-1991_08
ORD IDord-151f346b6c974e61872df2caa7f24484
Source noteuspto-grants-1991_08