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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099384Generated: October 30, 2026

Benzenamine, 3-ethynyl- → HCID 87619086, compound

https://huagongshe.com/reaction/2099384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 3-ethynyl-HCID 104682—
Reactant7-{[1-(Tert-butoxycarbonyl)-piperidin-4-yl]oxy}-4-chloro-6-methoxyquinazolineHCID 59682906—
ReactantHCID 68904833HCID 68904833—
ProductHCID 87619086HCID 87619086—

Reaction Steps

tert-butyl 4-[(4-chloro-6-methoxyquinazolin-7-yl)oxy]piperidine-1-carboxylate was coupled with 3-ethynylaniline using an analogous process to that described in Example 22 (preparation of starting materials) for the preparation of N-(3-chloro-4-fluorophenyl)-6-methoxy-7-(piperidin-4-yloxy)quinazolin-4-amine hydrochloride, to give N-(3-ethynylphenyl)-6-methoxy-7-(piperidin-4-yloxy)quinazolin-4-amine hydrochloride 1H NMR Spectrum: (DMSO d6) 1.85-2.1 (m, 2H), 2.1-2.3 (m, 2H), 3.0-3.35 (m, 4H), 4.05 (s, 3H), 4.25 (s, 1H), 4.8-4.95 (m, 1H), 7.39 (d, 1H), 7.47 (dd, 1H), 7.6 (s, 1H), 7.8 (d, 1H), 7.89 (s, 1H), 8.5 (s, 1H), 8.83(s, 1H), 9.22 (bs, 2H), 11.68 (s, 1H); Mass Spectrum: (M+H)+ 375.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569577B2
Source datasetuspto-grants-2009_08
ORD IDord-b03e65a9117b4363ac97be9f2af8b134
Source noteuspto-grants-2009_08