Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864197Generated: November 2, 2026

Glycolic Acid → N-[2-({4-[3-Chloro-4-hydroxyanilino]quinazolin-5-yl}oxy)ethyl]-2-hydroxy-N-methylacetamide

https://huagongshe.com/reaction/1864197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycolic AcidHCID 757—
Reactant2-Chloro-4-({5-[2-(methylamino)ethoxy]quinazolin-4-yl}amino)phenolHCID 69057590—
ProductN-[2-({4-[3-Chloro-4-hydroxyanilino]quinazolin-5-yl}oxy)ethyl]-2-hydroxy-N-methylacetamideHCID 6905553558%

Reaction Steps

2-Chloro-4-({5-[2-(methylamino)ethoxy]quinazolin-4-yl}amino)phenol was reacted with glycolic acid using an analogous procedure to that described in Example 3 to give N-[2-({4-[3-Chloro-4-hydroxyanilino]quinazolin-5-yl}oxy)ethyl]-2-hydroxy-N-methylacetamide in 58% yield; NMR spectrum (DMSO-d6) 2.96 (s, 3H), 3.90 (t, 2H), 4.05 (m, 3H), 4.41 (t, 2H), 6.97 (d, 1H), 7.14 (d, 1H), 7.34 (m, 2H), 7.70 (t, 1H), 7.79 (d, 1H), 8.40 (s, 1H), 9.64 (s, 1H), 10.00 (bs, 1H); Mass spectrum MH+ 403.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625908B2
Source datasetuspto-grants-2009_12
ORD IDord-bca12de28e3846fa9f37491edddab30a
Source noteuspto-grants-2009_12