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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529381Generated: November 3, 2026

Water → HCID 67959813, compound

https://huagongshe.com/reaction/1529381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67959733HCID 67959733—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67959813HCID 6795981399%

Reaction Conditions

Temperature0 °C

Reaction Steps

NaH (60% in mineral oil) (34 mg, 0.85 mmol) was added to a solution of 5-(6-cyclopropylpyrazin-2-yl)-3-iodo-1H-indole (280 mg, 0.78 mmol) in THF (4 mL) at 0° C. The mixture was stirred for 10 min at 0° C. and p-toluenesulfonyl chloride (163 mg, 0.85 mmol) was added and the mixture was warmed to RT. After 1 h, water was added and the mixture was extracted with EtOAc (3×). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated to afford 5-(6-cyclopropylpyrazin-2-yl)-3-iodo-1-tosyl-1H-indole (394 mg, 0.76 mmol, 99% yield) as a yellow solid. MS (ESI, pos. ion) m/z: 516.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090593B2
Source datasetuspto-grants-2015_07
ORD IDord-61cee6607abe46e3a176bb9da11eeda3
Source noteuspto-grants-2015_07