Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398635Generated: November 1, 2026

Sodium hydride → HCID 68181902, compound

https://huagongshe.com/reaction/1398635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant6-iodo-1H-indazoleHCID 12991241—
ReactantHCID 86669604HCID 86669604—
SolventDimethylformamideHCID 6228—
ProductHCID 68181902HCID 6818190265.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 6-iodo-1H-indazole (100 mg, 0.41 mmol) in DMF (5 mL) was added NaH (60% oil dispersion, 32.78 mg, 0.82 mmol)) at 0° C. The reaction mixture was stirred at 0° C. for 10 minutes before the addition of 6-chloro-N-(2-methoxypyridin-3-yl)pyrimidin-4-amine (126.7 mg, 0.55 mmol). The reaction mixture was then stirred at 110° C. for 18 hr. The reaction mixture was then cooled to RT, quenched by the addition of water (2 ml), EtOAc (a few drops) was added and the resultant precipitate was collected by suction filtration and thoroughly dried under high vacuum to give the title compound (120 mg, LC-MS: m/z=+444.90). This compound of 62% purity LC-MS (UV) was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901313B2
Source datasetuspto-grants-2014_12
ORD IDord-0f6eb29c51b648f3b7670b728704486c
Source noteuspto-grants-2014_12