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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212924Generated: October 30, 2026

Methyl iodide → 2-Amino-4-chloro-7-[3,5-bis-o-(2,4-dichlorophenylmethyl)-2-c,2-o-dimethyl-beta-d-ribofuranosyl]-5-methyl-7h-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/2212924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4-chloro-7-[3,5-bis-O-(2,4-dichlorophenylmethyl)-2-C-methyl-beta-D-ribofuranosy]-5-methyl-7H-pyrrolo[2,3-d]pyrimidineHCID 87285586—
SolventTetrahydrofuranHCID 8028—
Product2-Amino-4-chloro-7-[3,5-bis-o-(2,4-dichlorophenylmethyl)-2-c,2-o-dimethyl-beta-d-ribofuranosyl]-5-methyl-7h-pyrrolo[2,3-d]pyrimidineHCID 23518322—

Reaction Conditions

Temperature0 °C

Reaction Steps

To an ice-cold mixture of the product from Step A (475 mg, 0.7 mmol) in THF (7 mL) was added NaH (60% in mineral oil, 29 mg) and stirred at 0° C. for 0.5 h. Then MeI (48 μL) was added and reaction mixture stirred at rt for 24 h. The reaction was quenched with MeOH and the mixture evaporated. The crude product was purified on a silica gel column (5×3.5 cm) using hexane/ethyl acetate (9/1, 7/1, 5/1 and 3/1) as eluent. Fractions containing the product were combined and evaporated to give the desired compound (200 mg) as a colorless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07105499B2
Source datasetuspto-grants-2006_09
ORD IDord-3765cf2cbe8a40269298b23a172af3d7
Source noteuspto-grants-2006_09