Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392174Generated: October 30, 2026

Methyl iodide → HCID 22663137, compound

https://huagongshe.com/reaction/392174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantLithium diisopropylamideHCID 2724682—
ReactantHCID 9844682HCID 9844682—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 22663137HCID 22663137—

Reaction Conditions

Temperature-70 °C

Reaction Steps

207 mg of 4-(3-benzoylaminophenyl)-6,7-dimethoxy-2-methylaminoquinazoline obtained in Example 1 was dissolved in 5 ml tetrahydrofuran, and 0.667 ml of 1.5 M lithium diisopropylamide in hexane was added dropwise thereto at −70° C. After the dropwise addition, the mixture was stirred at −70° C. for 30 minutes, and then 284 mg of methyl iodide was added thereto. The mixture was returned to room temperature and further stirred for 1 hour. After ethyl acetate was added thereto, the mixture was washed with water twice and with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified and separated by silica gel column chromatography (hexane:ethyl acetate=1:3). The product was recrystallized from hexane-ethyl acetate to give 75 mg of the title compound as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06800644B2
Source datasetuspto-grants-2004_10
ORD IDord-c3a8e35d269b493ba369880e5c0a4ff1
Source noteuspto-grants-2004_10