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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415019Generated: October 28, 2026

tert-Butanol → HCID 66623412, compound

https://huagongshe.com/reaction/415019

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
Reactant3-Chloro-4-(2-pyridylmethoxy)anilineHCID 16781212—
Reactant4-Chloro-7-methoxyquinazolin-6-yl acetateHCID 22022160—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 66623412HCID 66623412—

Reaction Steps

3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamine (3.9 g, 16.62 mmol) and acetic acid 4-chloro-7-methoxy-quinazolin-6-yl ester (4.62 g, 18.28 mmol) were dissolved in a 1:1 mixture of DCE:t-BuOH (50 mL). The reaction mixture was refluxed for 19 hours and then cooled to room temp. Solvent was removed via rotovap. The crude residue was then suspended in MeOH (80 mL) and NH4OH (8 mL, 30% in water) was added to the mixture. Stir for 15 hours at room temp. The reaction was heated to 100° C. and stirred for 1 hour. Cool to 0° C. and product was isolated by filtration and washed with cold MeOH to give 5 g (12.2 mmol, 67% over two steps) of desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088766B2
Source datasetuspto-grants-2012_01
ORD IDord-191611df4d16471cb9904eadc4fb60c0
Source noteuspto-grants-2012_01