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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38833Generated: October 27, 2026

1-Isopropylpiperazine → 6-Bromo-1-methyl-4-(5-{[4-(1-methylethyl)-1-piperazinyl]methyl}-1,3,4-oxadiazol-2-yl)-1H-indazole

https://huagongshe.com/reaction/38833

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-IsopropylpiperazineHCID 78013—
Reactant6-Bromo-4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1-methyl-1H-indazoleHCID 66777172—
Product6-Bromo-1-methyl-4-(5-{[4-(1-methylethyl)-1-piperazinyl]methyl}-1,3,4-oxadiazol-2-yl)-1H-indazoleHCID 6669589493.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

6-Bromo-4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1-methyl-1H-indazole (260 mg, 0.794 mmol) and 1-(1-methylethyl)piperazine (1.5 ml, 0.794 mmol) were added to a microwave vial. The reaction mixture was heated under microwave irradiation at 90° C. for 15 mins. The reaction mixture was evaporated under a stream of nitrogen, dissolved in DCM (20 ml) and washed with a 10% solution of 2M hydrochloric acid in water. The layers were separated by hydrophobic frit and the aqueous layer was neutralised to pH=7 with 2M sodium hydroxide then extracted with DCM (20 ml). The organic layer was collected and the solvent removed in vacuo to give the title compound as an orange solid (310 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524751B2
Source datasetuspto-grants-2013_09
ORD IDord-4d4e63cce2d04b819705fb96180cb629
Source noteuspto-grants-2013_09