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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1865900Generated: October 26, 2026

Sodium hydride → A2A receptor antagonist 1

https://huagongshe.com/reaction/1865900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactantalpha-Bromo-o-fluorotolueneHCID 67968—
Reactant4-(2-Furyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amineHCID 22015500—
SolventDimethylformamideHCID 6228—
ProductA2A receptor antagonist 1HCID 987968780.8%

Reaction Steps

A solution of 4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine (219 mg, 1 mmol) in DMF (2 mL) at 0° C. was treated with NaH (40 mg, 60%, 1 mmol), stirred for 20 min, treated with 2-fluorobenzyl bromide (120 μL, 1 mmol), stirred at room temperature for 1 h, quenched with water, extracted with EtOAc, dried (MgSO4), concentrated in vacuo and purified by chromatography (EtOAc:Heptane, 1:4) to give the title compound (250 mg, 76%) as a cream solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629349B2
Source datasetuspto-grants-2009_12
ORD IDord-1196cb3c95834fa590604f4277f14ef5
Source noteuspto-grants-2009_12