Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 986263Generated: October 25, 2026

Methane → (+)-1,4-Dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/986263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
Reactant(+)-1,4-Dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid benzyl esterHCID 13923228—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(+)-1,4-Dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acidHCID 13670941—

Reaction Steps

Three g (6.2 mMol) Benzyl (±)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylate are hydrogenated at normal pressure and at ambient temperature with the use of 1.5 g. 10% palladium on active charcoal in 100 ml. ethanol. The take up of hydrogen is finished after 30 minutes. The catalyst is filtered off, the solvent is distilled off in a vacuum and the colorless, crystalline residue is recrystallized from diisopropyl ether/ethyl acetate. There is obtained (±)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid in the form of colorless crystals with a melting point of 164°-166° C. (decomp.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04711901
Source datasetuspto-grants-1987_12
ORD IDord-2feab84a74fa4d99a6333450f608ff2c
Source noteuspto-grants-1987_12