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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429166Generated: October 27, 2026

Potassium Carbonate → 3-[5-(6-Chloropurin-9-yl)pentyloxy]benzamide

https://huagongshe.com/reaction/429166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6-ChloropurineHCID 5359277—
Reactant3-(Bromopentyloxy)benzamideHCID 18354609—
SolventDimethylformamideHCID 6228—
Product3-[5-(6-Chloropurin-9-yl)pentyloxy]benzamideHCID 1835462420%

Reaction Steps

A solution of 3-(bromopentyloxy)benzamide (500 mg, 1.7 mmols), 6-chloropurine (270 mg, 1.7 mmols) and potassium carbonate (240 mg, 1.7 mmols) in DMF (7.5 ml) was stirred for two days at room temperature. The solvent was then removed under vacuum (0.001 mmHg) and the white solid (mixture of N7 and N9 isomers) was chromatographed (silica, 10% MeOH/CH2CI2) to give a single product (N9 isomer) as a glass. This was triturated with ether (=5 ml) to give a white solid which was recrystallised from ethyl acetate to give the product (120 mg, 0.33 mmols, 20% yield)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316455B1
Source datasetuspto-grants-2001_11
ORD IDord-15a0c93450dd4202869c724eba9dcd1b
Source noteuspto-grants-2001_11