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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590773Generated: October 30, 2026

Trityl chloride → 6-chloro-3-iodo-4-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridine

https://huagongshe.com/reaction/590773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrityl chlorideHCID 6456—
ReactantPotassium hydrideHCID 82127—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178432860HCID 178432860—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-3-iodo-4-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridineHCID 118168962—

Reaction Conditions

Temperature0 °C

Reaction Steps

A flask containing 6-chloro-3-iodo-4-methyl-1H-pyrazolo[4,3-c]pyridine (2.06 g, 7.02 mmol) in THF (60 mL) was cooled to 0° C. and potassium hydride (1.126 g, 14.04 mmol) was added. The reaction was stirred for 30 min followed by addition of trityl chloride (2.94 g, 10.53 mmol). The reaction mixture was warmed to room temperature and stirred for 4 h. The reaction was poured into sat. sodium bicarbonate and extracted with EtOAc. The organic phase was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography (0-10% DCM/EtOAc) to give 6-chloro-3-iodo-4-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridine. MS ESI calc'd. for C26H19ClIN3 [M+1]+ 536. found 536.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233979B2
Source datasetuspto-grants-2016_01
ORD IDord-23cd76730e774fb188a26c9bb97515e1
Source noteuspto-grants-2016_01