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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864293Generated: October 30, 2026

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

https://huagongshe.com/reaction/1864293

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Chloromethyl)-1,3-thiazoleHCID 14090864—
Reactant2-Hydroxy-N-[2-({4-[4-hydroxy-3-methylanilino]quinazolin-5-yl}oxy)ethyl]-N-methylacetamideHCID 69057997—
Product2-Hydroxy-N-methyl-N-{2-[(4-{[3-methyl-4-(1,3-thiazol-2-ylmethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}acetamideHCID 1138605938%

Reaction Steps

The procedure described in Example 3 was repeated using 2-(chloromethyl)-1,3-thiazole and 2-hydroxy-N-[2-({4-[(4-hydroxy-3-methylphenyl)amino]quinazolin-5-yl}oxy)ethyl]-N-methylacetamide (obtained as described in Example 3, preparation of starting materials) to give the title compound as a white solid in 38% yield; NMR spectrum (DMSO-d6 373K) 2.27 (s, 3H), 2.98 (s, 3H), 3.91 (t, 2H), 4.07 (s, 2H), 4.47 (t, 2H), 5.44 (s, 2H), 7.09 (d, 1H), 7.16 (d, 1H), 7.34 (d, 1H), 7.54 (m, 2H), 7.67 (t, 1H), 7.70 (d, 1H), 7.83 (d, 1H), 8.41 (s, 1H), 9.63 (s, 1H); Mass spectrum MH+ 480.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625908B2
Source datasetuspto-grants-2009_12
ORD IDord-7e06948ae0664ad68c5b2cde25ab787f
Source noteuspto-grants-2009_12