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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876096Generated: November 2, 2026

Sodium Methoxide → (2-methoxy-quinazolin-4-yl)-(4-methoxyphenyl)-methylamine

https://huagongshe.com/reaction/1876096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant2-chloro-N-(4-methoxyphenyl)-N-methylquinazolin-4-amineHCID 11738112—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product(2-methoxy-quinazolin-4-yl)-(4-methoxyphenyl)-methylamineHCID 1143788554%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (2-chloro-quinazolin-4-yl)-(4-methoxy-phenyl)-methyl-amine (50 mg, 0.167 mmol) in 2 ml methanol was added sodium methoxide (500 μl, 25% by wt. in methanol). The solution was stirred at 80° C. for 1 h, and it was diluted with 50 ml ethylacetate. The solution was washed with water, dried and concentrated. The product was purified using small silica column and isolated as off white solid (22 mg, 54%). 1H NMR (CDCl3): 7.89 (d, J=8.4 Hz, 1H), 7.53 (ddd, J=8.7, 5.4 and 2.4 Hz, 1H), 7.19-7.14 (m, 2H), 6.99-6.93 (m, 2H), 6.90-6.85 (m, 2H), 4.14 (s, 3H), 3.86 (s, 3H), 3.64 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309562B2
Source datasetuspto-grants-2012_11
ORD IDord-5893bce6dcfb4d0f9744376544feb8ee
Source noteuspto-grants-2012_11