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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38832Generated: October 29, 2026

Chloroacetyl chloride → 6-Bromo-4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1-methyl-1H-indazole

https://huagongshe.com/reaction/38832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantHCID 178481726HCID 178481726—
SolventChloroformHCID 6212—
Product6-Bromo-4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1-methyl-1H-indazoleHCID 6677717274.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

6-Bromo-1-methyl-4-(1H-tetrazol-5-yl)-1H-indazole (604.6 mg, 2.166 mmol) was dissolved in chloroform (20 ml). Chloroacetyl chloride (0.520 ml, 6.49 mmol) was added and the mixture stirred at 110° C. for 46 h. Further chloroacetyl chloride (0.174 ml, 2.166 mmol) was added and the reaction continued stirred at 110° C. for 26 h. The reaction mixture was cooled and the solvent removed in vacuo. The resultant white solid was washed with DCM, the solvent removed under vacuum and the solid dried under high vacuum for 18 h to give the title compound as a white solid (528 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524751B2
Source datasetuspto-grants-2013_09
ORD IDord-3a8deb8f443d4e9f817e8efb1741476c
Source noteuspto-grants-2013_09