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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13847Generated: October 29, 2026

Isopropanol → Isopropyl 4-(acetylamino)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/13847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 4-(acetylamino)-6(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylateHCID 11307094—
SolventTetrahydrofuranHCID 8028—
ProductIsopropyl 4-(acetylamino)-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylateHCID 11157227—

Reaction Conditions

Temperature50 °C

Reaction Steps

To the product of EXAMPLE 91 (10 mg) in isopropanol (4 mL) and THF (1 mL) was added Cs2CO3 (10 mg). The reaction stirred for about 14 hours at 50° C. LC/MS indicated incomplete reaction and the solution was then heated to 90° C. in a pressure tube for three hours. The reaction was concentrated and then diluted with EtOAc. After washing with saturated aqueous NaHCO3 the solution was dried (Na2SO4). The concentrated residue was purified by preparative TLC on silica gel eluted with 5% methanol in CH2Cl2 affording the title compound. HPLC/MS: 558.0 (M+1), 560.0 (M+3); Rt=4.93 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728141B2
Source datasetuspto-grants-2010_06
ORD IDord-e276df89ef4b4f2ba8932354fa11c89e
Source noteuspto-grants-2010_06