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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864358Generated: October 31, 2026

3-Chloro-4-(1-methyl-1-pyridin-2-ylethoxy)aniline → N-{2-[(4-{[3-Chloro-4-(1-methyl-1-pyridin-2-ylethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}-N-methylacetamide

https://huagongshe.com/reaction/1864358

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-(1-methyl-1-pyridin-2-ylethoxy)anilineHCID 69059059—
ReactantN-{2-[(4-Chloroquinazolin-5-yl)oxy]ethyl}-N-methylacetamideHCID 86615689—
ProductN-{2-[(4-{[3-Chloro-4-(1-methyl-1-pyridin-2-ylethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}-N-methylacetamideHCID 5797435431%

Reaction Steps

The procedure described in Example 126 was repeated using N-{2-[(4-chloroquinazolin-5-yl)oxy]ethyl}-N-methylacetamide (obtained as described in Example 126, preparation of starting materials, 47 mg, 0.170 mmol) and 3-chloro-4-(1-methyl-1-pyridin-2-ylethoxy)aniline (49 mg, 0.187 mmol) to give the title compound in 31% yield; NMR Spectrum (DMSO-d6, 400 MHz, 373K) 1.75 (s, 6H), 1.92 (s, 3H), 2.94 (s, 3H), 3.88 (t, 2H), 4.47 (t, 2H), 6.62 (d, 1H), 7.16 (d, 1H), 7.31 (ddd, 1H), 7.35 (d, 1H), 7.39 (dd, 1H), 7.70 (dd, 1H), 7.75 (dd, 1H), 7.83 (ddd, 1H), 7.99 (d, 1H), 8.46 (s, 1H), 8.58 (dd, 1H), 9.70 (s, 1H); Mass spectrum MH+ 506.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625908B2
Source datasetuspto-grants-2009_12
ORD IDord-b6fc1b8c00244cdb87466758e460f02b
Source noteuspto-grants-2009_12