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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037523Generated: October 31, 2026

Ethanol → 2-(4-bromophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carbonitrile

https://huagongshe.com/reaction/1037523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPhosphorus trichlorideHCID 24387—
ReactantHCID 67512786HCID 67512786—
SolventChloroformHCID 6212—
Product2-(4-bromophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carbonitrileHCID 6751406786.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of compound (v) (4.1 g, 0.010 mol) in chloroform (40 mL) was added phosphorus trichloride (4.1 mL, 0.047 mol) and the reaction mixture was heated to 60° C. for 1 h (monitored by TLC and LCMS). The reaction mixture was quenched in ice water and the product was extracted into DCM (2×80 mL). Concentration of solvent gave the crude product, to which was added ethanol and filtered to give 2-(4-bromophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carbonitrile (vi) (3.3 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546389B2
Source datasetuspto-grants-2013_10
ORD IDord-51144920e8be4cbebe0525f576318721
Source noteuspto-grants-2013_10