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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 457726Generated: October 30, 2026

Hydrochloric Acid → HCID 10127140, compound

https://huagongshe.com/reaction/457726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl chloroformateHCID 6586—
ReactantSodium hydrideHCID 24758—
ReactantSoraprazanHCID 213054—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10127140HCID 1012714051.8%

Reaction Steps

A suspension of 2 g of (7R,8R,9R)-8-hydroxy-7-(2-methoxyethoxy)-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine in 30 ml of dry tetrahydrofuran is treated in small portions with 0.34 g of sodium hydride suspension (80% strength in paraffin) and stirred at room temperature for 30 minutes, then 0.66 g of methylchloroformate is added dropwise and the mixture is stirred for 3 h. It is then poured onto ice water, neutralized with semiconcentrated aqueous hydrochloric acid and extracted three times with a little ethyl acetate, and the collected organic phases are washed with a little water and dried over potassium carbonate. The volatile components are stripped off in vacuo and the solid residue is purified on silica gel (eluent: diethyl ether). 1.2 g of the title compound of melting point 176–77° C. (diethyl ether) are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07189736B2
Source datasetuspto-grants-2007_03
ORD IDord-a6b2540b3ed44036917bf16f5ac79294
Source noteuspto-grants-2007_03