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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725145Generated: November 1, 2026

Trifluoroacetic acid → [6-(3-Amino-propoxy)-7-methoxy-quinazolin-4-yl]-[3-chloro-4-(pyridin-2-ylmethoxy)-phenyl]-amine

https://huagongshe.com/reaction/1725145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(3-{4-[3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamino]-7-methoxy-quinazolin-6-yloxy}-propyl)-carbamic acid tert-butyl esterHCID 66623588—
SolventDichloromethaneHCID 6344—
SolventSodium BicarbonateHCID 516892—
Product[6-(3-Amino-propoxy)-7-methoxy-quinazolin-4-yl]-[3-chloro-4-(pyridin-2-ylmethoxy)-phenyl]-amineHCID 6662395795%

Reaction Steps

TFA (3 mL) was added drop wise to a suspension of (3-{4-[3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamino]-7-methoxy-quinazolin-6-yloxy}-propyl)-carbamic acid tert-butyl ester (0.9 g, 1.59 mmol) in DCM (3 mL). Stir for 1 hour and the reaction mixture was diluted with DCM (20 ml) and sat. NaHCO3 (20 mL). Phases were separated and organic layer was extracted with DCM (20 mL). Organic layers were combined, dried (Na2SO4), and concentrated to give 0.7 g (95%) of desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488823B2
Source datasetuspto-grants-2009_02
ORD IDord-77dc6782c4c944ca82e09e31625deaf1
Source noteuspto-grants-2009_02