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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864289Generated: November 1, 2026

Picolyl chloride → N-Methyl-N-{2-[(4-{[3-methyl-4-(pyridin-2-ylmethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}acetamide

https://huagongshe.com/reaction/1864289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolyl chlorideHCID 23393—
ReactantN-[2-({4-[(4-hydroxy-3-methylphenyl)amino]quinazolin-5-yl}oxy)ethyl]-N-methylacetamideHCID 69059574—
ProductN-Methyl-N-{2-[(4-{[3-methyl-4-(pyridin-2-ylmethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}acetamideHCID 1141972711%

Reaction Steps

The procedure described in Example 3 was repeated using 2-(chloromethyl)pyridine and N-[2-({4-[(4-hydroxy-3-methylphenyl)amino]quinazolin-5-yl}oxy)ethyl]-N-methylacetamide to give the title compound as a white solid in 11% yield; NMR spectrum (DMSO-d6 373K) 1.94 (s, 3H), 2.28 (s, 3H), 3.00 (s, 3H), 3.88 (t, 2H), 4.46 (m, 2H), 5.20 (s, 2H), 7.01 (d, 1H), 7.16 (d, 1H), 7.34 (m, 2H), 7.51 (m, 2H), 7.55 (d, 1H), 7.68 (t, 1H), 7.83 (td, 1H), 8.41 (s, 1H), 8.58 (d, 1H), 9.63 (s, 1H); Mass spectrum MH+ 458.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625908B2
Source datasetuspto-grants-2009_12
ORD IDord-c56b0de97e7744d7aa4617aa2f29619c
Source noteuspto-grants-2009_12