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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252471Generated: October 30, 2026

Hydrochloric Acid → 4-(2-Amino-7-ethoxy-6-phenoxy-quinolin-3-yl)-N-(3,3-dimethyl-butyl)-4-(tetrahydro-pyran-4-yl)-butyramide hydrochloride

https://huagongshe.com/reaction/252471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-Cyano-6-(4-ethoxy-2-nitro-5-phenoxy-phenyl)-4-(tetrahydro-pyran-4-yl)-hex-5-enoic acid (3,3-dimethyl-butyl)-amideHCID 67269107—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
Product4-(2-Amino-7-ethoxy-6-phenoxy-quinolin-3-yl)-N-(3,3-dimethyl-butyl)-4-(tetrahydro-pyran-4-yl)-butyramide hydrochlorideHCID 67269511—

Reaction Steps

To a solution of 5-cyano-6-(4-ethoxy-2-nitro-5-phenoxy-phenyl)-4-(tetrahydro-pyran-4-yl)-hex-5-enoic acid (3,3-dimethyl-butyl)-amide (160 mg, 0.28 mmol) in methanol was added Zn (0.4 g) and NH4Cl (0.10 g). The resulting mixture was treated under μW at 95° C. for 20 min, filtered through Celite® and concentrated. The resulting crude product was purified by chromatography (silica gel, 0-2% methanol in methylene chloride) to yield a white solid that was converted to the HCl salt of the title compound by reacting with 1M HCl in diethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868022B2
Source datasetuspto-grants-2011_01
ORD IDord-fa171346fe3446d4b05bd4cecc1c2d29
Source noteuspto-grants-2011_01