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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634173Generated: October 31, 2026

Potassium Hydroxide → 5-(3-(6-(4-chlorophenyl)pyridin-2-yl)-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine

https://huagongshe.com/reaction/634173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant5-(3-(6-(4-chlorophenyl)pyridin-2-yl)-1-tosyl-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amineHCID 68328068—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product5-(3-(6-(4-chlorophenyl)pyridin-2-yl)-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amineHCID 68328071—

Reaction Conditions

Temperature80 °C

Reaction Steps

A glass microwave reaction vessel was charged with 5-(3-(6-(4-chlorophenyl)pyridin-2-yl)-1-tosyl-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine (225 mg, 0.332 mmol) in THF (5 mL) followed by KOH (1.5 mL, 1.50 mmol, 1 M). The mixture was heated in microwave at 80° C. for 90 min, then cooled to RT. The mixture was diluted with water and extracted with DCM. The combined organic layers were dried, filtered and concentrated to give the crude material. MS (ESI, pos. ion) m/z: 524 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321756B2
Source datasetuspto-grants-2016_04
ORD IDord-404ca2763b4e470e92a9ab6ff8c8d5fb
Source noteuspto-grants-2016_04