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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634451Generated: October 30, 2026

Sodium hydride → HCID 178463588, compound

https://huagongshe.com/reaction/634451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-butyl N-(9-tritylpurin-6-yl)carbamateHCID 70974658—
Reactant3-(1-bromoethyl)-4-(3,6-dihydro-2H-pyran-4-yl)-1H-isochromen-1-oneHCID 118131261—
SolventDimethylformamideHCID 6228—
ProductHCID 178463588HCID 1784635885.8%

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 (214 mg, 0.449 mmol) and 3-(1-bromoethyl)-4-(3,6-dihydro-2H-pyran-4-yl)-1H-isochromen-1-one (intermediate C19, 94 mg, 0.280 mmol) and 50% dispersion in mineral oil NaH (18 mg, 0.34 mmol) in DMF. This was purified via reverse phase chromatography with a Biotage C18 SNAP column (Phase A, water 95%, ACN 5%, formic acid 0.1%); Phase B ACN 95%, water 5%, formic acid 0.1%). Fractions containing the required product were collected, 1 M HClaqueous (5 ml) was added and concentrated under reduced pressure to give the title compound (6.3 mg, 5.8%) as colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-788cea912d934b03b29c8ee52bc8b543
Source noteuspto-grants-2016_04