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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776430Generated: November 2, 2026

Potassium Carbonate → 4-({2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]-5-hydroxypyrimidin-4-yl}amino)pyridine-3-carbonitrile

https://huagongshe.com/reaction/1776430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromopyridine-3-carbonitrileHCID 22329522—
Reactant2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]-5-methoxypyrimidin-4-amineHCID 86732425—
SolventDimethylformamideHCID 6228—
Product4-({2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]-5-hydroxypyrimidin-4-yl}amino)pyridine-3-carbonitrileHCID 136341425—

Reaction Conditions

Temperature100 °C

Reaction Steps

50 mg of 4-amino-2-[1-(2-fluorobenzyl)-1H-indazol-3-yl]pyrimidin-5-ol (1-11-1, 0.149 mmol, 1. eq.) were dissolved in 3 ml of N,N-dimethylformamide. 103 mg of potassium carbonate (0.746 mmol, 5 eq.) and 32.8 mg of 4-bromopyridine-3-carbonitrile (0.179 mmol, 1.2 eq.) were added. The reaction mixture was stirred at 100° C. bath temperature for 18 hours. After cooling at room temperature the mixture was filtered off and washed with dichloromethane. The filtrate was concentrated in vacuo. The residue was purified by preparative HPLC and preparative TLC to yield 4.21 mg (0.01 mmol, 6.1%) of the analytically pure target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265763B2
Source datasetuspto-grants-2016_02
ORD IDord-720afc656ec243a5941f741e1c17d91a
Source noteuspto-grants-2016_02