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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183783Generated: October 30, 2026

Methyl iodide → HCID 21948137, compound

https://huagongshe.com/reaction/2183783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 21948152HCID 21948152—
SolventTetrahydrofuranHCID 8028—
ProductHCID 21948137HCID 2194813735%

Reaction Conditions

Temperature40 °C

Reaction Steps

MeI (0.10 mL, 228 mg, 1.6 mmol) was added to a stirred suspension of K2CO3 (23.5 mg, 0.17 mmol) and 2-anilino-7-chloro-5-methyl-1-phenyl-1,8-naphthyridin-4(1H)-one (50 mg, 0.14 mmol) in THF (3 mL). The suspension was heated to 40° C. and stirred was overnight. The reaction was quenched with water (5.0 mL) and extracted with EtOAc. The combined organic extracts were dried over Na2SO4 and concentrated in vacuo. Recrystallization of the residue using EtOAc afforded 7-chloro-5-methyl-2-[methyl(phenyl)amino]-1-phenyl-1,8-naphthyridin-4(1H)-one (18 mg, 35%): LCMS RT: 2.24 min, MH+: 376.6, Rf=0.76 (4:1 Hex:EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900205B2
Source datasetuspto-grants-2005_05
ORD IDord-99f302f0d11e4fd9ba29763664b47b66
Source noteuspto-grants-2005_05