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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1423000Generated: November 3, 2026

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

https://huagongshe.com/reaction/1423000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexachloroethaneHCID 6214—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant1-isobutyl-6-(4-methoxybenzyl)-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dioneHCID 10246701—
SolventTetrahydrofuranHCID 8028—
Product5-chloro-1-isobutyl-6-(4-methoxybenzyl)-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dioneHCID 6741469653.2%

Reaction Steps

1-isobutyl-6-(4-methoxybenzyl)-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (106 mg, 0.3 mmol) and hexachloro ethane (368 mg, 1.55 mmol) are dissolved in anhydrous THF, and then 1.0M LiHMDS in THF (0.6 mL, 0.6 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 60 mg of pure product (yield: 51%). MS (ESI) m/z 376.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927556B2
Source datasetuspto-grants-2015_01
ORD IDord-01ea9ccbdf5446d093befbda13339a13
Source noteuspto-grants-2015_01