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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205661Generated: November 3, 2026

Hexachloroethane → 5-chloro-1-isobutyl-6-(4-methoxybenzyl)-3,7-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

https://huagongshe.com/reaction/2205661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexachloroethaneHCID 6214—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant1-isobutyl-6-(4-methoxybenzyl)-3,7-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dioneHCID 67415547—
SolventTetrahydrofuranHCID 8028—
Product5-chloro-1-isobutyl-6-(4-methoxybenzyl)-3,7-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dioneHCID 6862495064%

Reaction Steps

1-isobutyl-6-(4-methoxybenzyl)-3,7-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (103 mg, 0.29 mmol) and hexachloroethane (400 mg, 1.7 mmol) are dissolved in anhydrous THF, and then 1.0M LiHMDS in THF (1.4 mL, 1.4 mmol) is added dropwise. The reaction mixture is stirred at room temperature for an hour, and then quenched with saturated ammonium chloride aqueous solution. The mixture is purified by silica-gel column chromatography to give pure product as off-white solids (yield: 64%). MS (ESI) m/z 390.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371327B2
Source datasetuspto-grants-2016_06
ORD IDord-79530afe5e314d56bd83b83d0b405a40
Source noteuspto-grants-2016_06