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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415097Generated: October 27, 2026

Sodium hydride → (4-Benzyloxy-3-methoxybenzyl)(5-chloro-2,6-dimethylpyrimidin-4-yl)amine

https://huagongshe.com/reaction/2415097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(Benzyloxy)-4-(chloromethyl)-2-methoxybenzeneHCID 297962—
Reactant4-Amino-5-chloro-2,6-dimethylpyrimidineHCID 593843—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(4-Benzyloxy-3-methoxybenzyl)(5-chloro-2,6-dimethylpyrimidin-4-yl)amineHCID 22640039—

Reaction Steps

In analogy to the method described in example A1, 3.67 g (22.8 mmol) of 4-amino-5-chloro-2,6-dimethylpyrimidine, 6.0 g (22.8 mmol) of 4-benzyloxy-3-methoxybenzyl chloride and 0.91 g (23 mmol) of sodium hydride (60% suspension in liquid paraffin) are reacted in a total of 190 ml of N-methylpyrrolidone. After chromatography on silica gel (mobile phase: toluene/dioxane=10:1) and crystallization from petroleum ether, the title compound is isolated as a pale beige solid. Yield: 3.42 g (39% of theory). m.p.: 101-105° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818642B2
Source datasetuspto-grants-2004_11
ORD IDord-fdcde48a9c0c43328d06be287cd508de
Source noteuspto-grants-2004_11