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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697409Generated: October 30, 2026

4-Toluenesulfonyl chloride → HCID 66690768, compound

https://huagongshe.com/reaction/1697409

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantLithium ChlorideHCID 433294—
ReactantHCID 66688879HCID 66688879—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
ProductHCID 66690768HCID 6669076894.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of N-cyclopropyl-3-fluoro-5-{3-[(1-{2-[(2-hydroxyethyl)sulfanyl]phenyl}-1-methylethyl)amino]-2-oxopyrazin-1(2H)-yl}-4-methylbenzamide (Example 320g, 0.15 g) dissolved in acetonitrile (2 mL) was treated with triethylamine (0.048 mL) and triethylamine hydrochloride (4.16 mg) under nitrogen. The resulting solution was stirred at 0° C. before adding p-toluenesulfonyl chloride (0.055 g) over 5 min. Lithium chloride (0.064 g) was then added and the mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with water (200 mL), and extracted with DCM (200 mL). The organic layer was separated, dried (MgSO4) and evaporated to afford the subtitle compound (0.14 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163905B2
Source datasetuspto-grants-2012_04
ORD IDord-14f0e3f84afb448d949dc0a4a0f811a4
Source noteuspto-grants-2012_04