Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864297Generated: October 25, 2026

4-(Chloromethyl)-1,3-thiazole → 2-Hydroxy-N-{2-[(4-{[3-methyl-4-(1,3-thiazol-4-ylmethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}acetamide

https://huagongshe.com/reaction/1864297

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Chloromethyl)-1,3-thiazoleHCID 2763290—
Reactant2-hydroxy-N-[2-({4-[(4-hydroxy-3-methylphenyl)amino]quinazolin-5-yl}oxy)ethyl]acetamideHCID 69060910—
Product2-Hydroxy-N-{2-[(4-{[3-methyl-4-(1,3-thiazol-4-ylmethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}acetamideHCID 1137472121%

Reaction Steps

The procedure described in Example 3 was repeated using 4-(chloromethyl)-1,3-thiazole and 2-hydroxy-N-[2-({4-[(4-hydroxy-3-methylphenyl)amino]quinazolin-5-yl}oxy)ethyl]acetamide (obtained as described in Example 79, preparation of starting materials) to give the title compound as a yellow solid in 21% yield; NMR spectrum (DMSO-d6) 2.20 (s, 3H), 3.71 (q, 2H), 3.77 (d, 2H), 4.38 (t, 2H), 5.23 (s, 2H), 5.49 (t, 1H), 7.08 (d, 1H), 7.13 (d, 1H), 7.32 (d, 1H), 7.44 (d, 1H), 7.57 (dd, 1H), 7.69 (t, 1H), 7.77 (d, 1H), 8.17 (t, 1H), 8.42 (s, 1H), 9.14 (d, 1H), 9.77 (s, 1H); Mass spectrum MH+ 466.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625908B2
Source datasetuspto-grants-2009_12
ORD IDord-bb0d35116cc04be4bff9033e9f9d1583
Source noteuspto-grants-2009_12