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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946980Generated: October 31, 2026

Sodium hydride → 4-bromo-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indazole

https://huagongshe.com/reaction/1946980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2-methylthiopyrimidineHCID 97113—
Reactant4-bromo-1H-indazoleHCID 22352548—
SolventDimethylformamideHCID 6228—
Product4-bromo-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indazoleHCID 5974349489.2%

Reaction Steps

To a solution of 4-bromo-1H-indazole (8.831 g, 44.82 mmol) in DMF (100 mL) was added NaH (60% suspension in mineral oil, 74.7 mmol, 2.988 g) followed by 4-chloro-2-methylsulfanyl-pyrimidine (4.34 mL, 37.35 mmol). The resulting mixture was allowed to stir at RT for 2 h; the solid precipitate was collected by filtration, washed and dried under reduced pressure to give 10.7 g (89% yield) of 4-bromo-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399462B2
Source datasetuspto-grants-2013_03
ORD IDord-056c46ffe59f43dab00cd48c12653859
Source noteuspto-grants-2013_03