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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13846Generated: October 27, 2026

Acetic Acid → 3-benzyl-9-(4-chlorophenyl)-8-(2,4-dichlorophenyl)-2,4,6-trimethyl-4,6-dihydropyrimido[5,4-c]-1,8-naphthyridin-5(3H)-one

https://huagongshe.com/reaction/13846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBenzylamineHCID 7504—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantNaphthyridinoneHCID 11386747—
Solvent1,2-DichloroethaneHCID 11—
SolventDichloromethaneHCID 6344—
Product3-benzyl-9-(4-chlorophenyl)-8-(2,4-dichlorophenyl)-2,4,6-trimethyl-4,6-dihydropyrimido[5,4-c]-1,8-naphthyridin-5(3H)-oneHCID 58810123—

Reaction Steps

The product of Example 1 (80 mg) in 1,2-dichlorethane (1.5 mL) was combined with benzyl amine (16 μL), sodium triacetoxyborohydride (32 mg) and acetic acid (8.5 μL). The reaction was stirred for two days at room temperature. The reaction mixture was diluted with CH2Cl2 and washed with aqueous NaOH (1 M) and brine. The concentrated residue was purified by preparative TLC on silica gel eluted with 30% EtOAc in CH2Cl2 affording the title compound. HPLC/MS: 587.1 (M+1), 589.1 (M+3); Rt=3.86 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728141B2
Source datasetuspto-grants-2010_06
ORD IDord-1e2d4e90a2324ca691792e7abbe38fab
Source noteuspto-grants-2010_06