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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093419Generated: November 1, 2026

Methyl iodide → 2-Chloro-9-methyl-6-(4-morpholinyl)-9H-purine

https://huagongshe.com/reaction/2093419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant4-(2-chloro-9H-purin-6-yl)morpholineHCID 3274603—
Product2-Chloro-9-methyl-6-(4-morpholinyl)-9H-purineHCID 71500687—

Reaction Steps

4-(2-Chloro-9H-purin-6-yl)morpholine (510 mg) was reacted with methyl iodide via General Procedure C to give 4-(2-chloro-9-methyl-9H-purin-6-yl)morpholine. 4-(2-Chloro-9-methyl-9H-purin-6-yl)morpholine (100 mg) was cooled in 1.5 mL of anhydrous THF to −78° C. before adding 2 eq of a 2.5 M solution of n-butyl lithium. The reaction was stirred for 1 hour at −78° C. upon which 3 eq of DMF were added. The reaction was subsequently warmed to 0° C. after 30 minutes. The reaction was quenched into a cold 0.25 M aqueous solution of HCl and the orange solid was filtered, collected and dried to give 48 mg crude intermediate 2-chloro-9-methyl-6-morpholino-9H-purine-8-carbaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445487B2
Source datasetuspto-grants-2013_05
ORD IDord-0b54810c235f4ef5a43c5577d652f1e3
Source noteuspto-grants-2013_05