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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007156Generated: October 28, 2026

Methyl iodide → 6-chloro-9-methyl-9H-purin-2-amine

https://huagongshe.com/reaction/1007156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-6-chloropurineHCID 5360349—
SolventDimethylformamideHCID 6228—
Product6-chloro-9-methyl-9H-purin-2-amineHCID 1082133177%

Reaction Steps

The 2-amino-6-chloropurine (1.08 g, 6.4 mmol) was suspended in dry DMF (75 ml) and treated with sodium hydride, 60% dispersion (0.28 g, 7 mmol). The suspension was stirred for 15 min before iodomethane (0.44 ml, 7.06 mmol) was added and the resulting yellow solution stirred for 1 hr 45 min. The solid was filtered and the filtrate evaporated before addition of water for 10 min. The resulting solid was filtered and dried overnight to give the product as a mixture of N-7 and N-9 alkylation products. The residual liquor was left overnight and more crystals were collected the next day and dried. Yield=77%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794390B2
Source datasetuspto-grants-2004_09
ORD IDord-d3b8f6a8b7a54eb0b86997e6c87865b4
Source noteuspto-grants-2004_09