Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2380988Generated: October 31, 2026

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

https://huagongshe.com/reaction/2380988

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 numberUS08258145B2
Source datasetuspto-grants-2012_09
ORD IDord-d5b3f9605fdb4eca82420ca675a07fa7
Source noteuspto-grants-2012_09