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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634452Generated: November 1, 2026

Sodium hydride → HCID 178456863, compound

https://huagongshe.com/reaction/634452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-butyl N-(9-tritylpurin-6-yl)carbamateHCID 70974658—
Reactant3-(1-Bromopropyl)-4-phenyl-1H-isochromen-1-oneHCID 118131182—
SolventDimethylformamideHCID 6228—
ProductHCID 178456863HCID 1784568632.4%

Reaction Steps

The title compound was made in a similar way as that of the compound of example 21, from tert-butyl 9-trityl-9H-purin-6-ylcarbamate (167 mg, 0.350 mmol), 3-(1-bromopropyl)-4-phenyl-1H-isochromen-1-one (intermediate C20, 100 mg, 0.291 mmol) and 50% dispersion in mineral oil NaH (21 mg, 0.870 mmol) in DMF at 55° C. The crude was purified via reverse phase chromatography with a column stacking of two Biotage C18 30 g SNAP column (Phase A, water 95%, ACN 5%, formic acid 0.1%); Phase B ACN 95%, water 5%, formic acid 0.1%) and further purified by Preparative HPLC (method 1) to give the title compound (2.8 mg, 2.4%) as a colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-5947bb1296704c6686fc16fada640522
Source noteuspto-grants-2016_04