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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215937Generated: October 29, 2026

Carbamate → N2-(Azetidin-3-ylmethyl)-N4-(1-(2-(dimethylamino)-6-(2-(dimethylamino)ethoxy)benzyl)piperidin-4-yl)-6,7-dimethoxyquinazoline-2,4-diamine

https://huagongshe.com/reaction/215937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamateHCID 276—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 3-(aminomethyl)azetidine-1-carboxylateHCID 10679125—
Reactant2-Chloro-N-(1-(2-(dimethylamino)-6-(2-(dimethylamino)ethoxy)benzyl)piperidin-4-yl)-6,7-dimethoxyquinazolin-4-amineHCID 58006199—
ProductN2-(Azetidin-3-ylmethyl)-N4-(1-(2-(dimethylamino)-6-(2-(dimethylamino)ethoxy)benzyl)piperidin-4-yl)-6,7-dimethoxyquinazoline-2,4-diamineHCID 58006259—

Reaction Steps

Following General Procedure D, Compound 75 (100 mg, 0.18 mmol) and tert-butyl 3-(aminomethyl)azetidine-1-carboxylate (62 mg, 0.31 mmol) were converted into the carbamate product. The crude carbamate product was treated with CF3CO2H and purified using neutral alumina prep TLC, eluting with 5% NH3-MeOH and 95% CH2Cl2 to isolate the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193203B2
Source datasetuspto-grants-2012_06
ORD IDord-05b85d18fbf446a1897f7fbc1dc6c43f
Source noteuspto-grants-2012_06