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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570544Generated: October 29, 2026

Water → 6-Chloro-1-(2-fluorobenzyl)-1H-indazole-3-carbonitrile

https://huagongshe.com/reaction/570544

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactantalpha-Bromo-o-fluorotolueneHCID 67968—
Reactant6-Chloro-1H-indazole-3-carbonitrileHCID 53408402—
SolventDimethylformamideHCID 6228—
Product6-Chloro-1-(2-fluorobenzyl)-1H-indazole-3-carbonitrileHCID 86692111102.3%

Reaction Steps

Under argon, 2.45 ml (14.2 mmol) of 2-fluorobenzyl bromide, dissolved in 10 ml DMF, were added to a mixture of 2.3 g (12.9 mmol) of 6-chloro-1H-indazole-3-carbonitrile (WO 2011/149921, Expl. 58C) and 2.15 g (15.5 mmol) of potassium carbonate in 40 ml of DMF, and the mixture was stirred at RT overnight. Then the mixture was poured onto 90 ml of water and the mixture was stirred at room temperature for 30 min. The precipitated solids were filtered off, washed with water and dried under high vacuum overnight. 3.77 g of the title compound were obtained as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023849B2
Source datasetuspto-grants-2015_05
ORD IDord-eddddf4136b64a6884bceb8be2a2c429
Source noteuspto-grants-2015_05