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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783633Generated: October 30, 2026

Sodium ethoxide → (6-Bromo-4-ethoxy-quinazolin-2-yl)-methyl-amine

https://huagongshe.com/reaction/1783633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant(6-Bromo-4-chloro-quinazolin-2-yl)-methyl-amineHCID 57590623—
Product(6-Bromo-4-ethoxy-quinazolin-2-yl)-methyl-amineHCID 5759062129.8%

Reaction Steps

To a solution of sodium ethoxide (8.11 g, 119.3 mmol) in absolute alcohol (150 mL) was added powder (6-bromo-4-chloro-quinazolin-2-yl)-methyl-amine (13 g, 47.7 mmol) in one portion and the mixture was stirred for 3 hours at room temperature under N2 atmosphere. The excess of alcohol was removed in vacuo and the residue was purified by column to afford (6-bromo-4-ethoxy-quinazolin-2-yl)-methyl-amine (4 g, 14.2 mmol, 29.8%) as a light yellow solid. 1H NMR (DMSO-d6): δ 7.90-7.89 (d, 1H), 7.70-7.67 (dd, 1H), 7.33-7.31 (m, 1H), 7.21-7.20 (dd, 1H), 4.45-4.44 (q, 2H), 2.83-2.82 (d, 3H), 1.40-1.37 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501428B2
Source datasetuspto-grants-2009_03
ORD IDord-f060ebdb7bd541b3a7c86c1fbdefc008
Source noteuspto-grants-2009_03