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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826322Generated: October 30, 2026

2-Fluoroethanol → N-(5-chloro-1,3-benzodioxol-4-yl)-7-(2-fluoroethoxy)-5-[(1-methylpiperidin-4-yl)oxy]quinazolin-4-amine

https://huagongshe.com/reaction/1826322

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-FluoroethanolHCID 9737—
Reactant4-(6-chloro-2,3-methylenedioxyanilino)-7-hydroxy-5-(N-methylpiperidin-4-yloxy)quinazolineHCID 135510701—
ProductN-(5-chloro-1,3-benzodioxol-4-yl)-7-(2-fluoroethoxy)-5-[(1-methylpiperidin-4-yl)oxy]quinazolin-4-amineHCID 11974120—

Reaction Steps

Using an analogous procedure to that described in Example 51, 4-(6-chloro-2,3-methylenedioxyanilino)-7-hydroxy-5-(N-methylpiperidin-4-yloxy)quinazoline was reacted with 2-fluoroethanol to give the title compound; NMR Spectrum: (CDCl3) 2.0–2.1 (m, 2H), 2.15–2.3 (m, 2H), 2.35 (s, 3H), 2.3–2.4 (m, 2H), 2.8 (br s, 2H), 4.32 (m, 1H), 4.4 (m, 1H), 4.65 (m, 1H), 4.8 (m, 1H), 4.9 (m, 1H), 6.05 (s, 2H), 6.6 (s, 1H), 6.75 (d, 1H), 6.85 (s, 1H), 7.0 (d, 1H), 8.55 (s, 1H), 9.3 (s, 1H); Mass Spectrum: M+H+ 475 and 477.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07049438B2
Source datasetuspto-grants-2006_05
ORD IDord-0110037e8d4646059d301a5323d14f32
Source noteuspto-grants-2006_05