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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398637Generated: November 2, 2026

Sodium hydride → HCID 68181763, compound

https://huagongshe.com/reaction/1398637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Amino-6-chloropyrimidineHCID 238012—
Reactant6-iodo-1H-indazoleHCID 12991241—
SolventDimethylformamideHCID 6228—
ProductHCID 68181763HCID 6818176335.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 6-iodoindazole (500 mg, 2.05 mmol) in DMF (8 mL) was added NaH (60% oil dispersion, 131.12 mg, 3.28 mmol) at 0° C. The mixture was stirred at 0° C. to RT for 10 minutes before addition of 6-chloropyrimidin-4-amine (477.78 mg, 3.69 mmol) and stirring at 60° C. for 17 hr and then transferred to a pressure tube and heated at 70° C. for a further 6 hr. The reaction mixture was cooled and quenched by the addition of water (10 ml) and EtOAc (a few drops) was added. The resultant precipitate was collected by suction filtration and then thoroughly dried under high vacuum to give the title intermediate (248 mg): LC-MS: m/z=+338.20 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901313B2
Source datasetuspto-grants-2014_12
ORD IDord-8abd5d306d2f495c8d0ad0770f8e0a96
Source noteuspto-grants-2014_12