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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2379698Generated: October 27, 2026

Sodium Bicarbonate → 6-Chloro-5-methyl-3-phenyl-1,7-naphthyridine

https://huagongshe.com/reaction/2379698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant3-[2-Chloro-3-methyl-5-pivaloylamino-4-pyridyl]-1,1-diethoxy-2-hydroxy-2-phenylpropaneHCID 10411410—
SolventHydrochloric AcidHCID 313—
Product6-Chloro-5-methyl-3-phenyl-1,7-naphthyridineHCID 9992507—

Reaction Steps

180.5 g (0.4 mol) of finely divided compound from Example I are intensively stirred under reflux for 5 h in 2.6 l of 2N HCl using a mechanical stirrer. The mixture is then neutralised with NaHCO3 and extracted several times with ethyl acetate, and the extracts are dried. 37.6 g of the title compound are obtained by crystallisation. Chromatography of the mother liquor (silica gel, toluene→toluene/ethyl acetate 2:1) yields a further 23.14 g of the title compound. Total yield: 60% M.p.: 136° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05364855
Source datasetuspto-grants-1994_11
ORD IDord-817c21cae54f45b48cf0cea7e82f0ffc
Source noteuspto-grants-1994_11