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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626950Generated: November 2, 2026

N-bromobutanimide → 3-Bromo-5-cyclopropyl-2-(5-methylpyridin-2-yl)-6-nitro-2H-indazole

https://huagongshe.com/reaction/1626950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant5-Cyclopropyl-2-(5-methylpyridin-2-yl)-6-nitro-2H-indazoleHCID 86698948—
SolventDimethylformamideHCID 6228—
Product3-Bromo-5-cyclopropyl-2-(5-methylpyridin-2-yl)-6-nitro-2H-indazoleHCID 86698949100%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (v) (1.08 g, 3.67 mmol) in DMF (15 mL) was added N-bromosuccinimide (780 mg, 4.40 mmol) and the resulting mixture stirred at 80° C. for 1.5 h. The reaction mixture was then cooled to RT and the solvent was removed under reduced pressure. The residue was dissolved in EtOAc (100 mL) and washed with aq. saturated sodium bicarbonate (20 mL) and brine (20 mL). The organic phase was dried (MgSO4) and the volatiles removed in vacuo to give (vi) (1.37 g, >99%). ESI-MS: calculated [M+H]+ 373.0/375.0, observed [M+H]+ 373.1/375.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785478B2
Source datasetuspto-grants-2014_07
ORD IDord-d5394370968345709a6fd23469aee119
Source noteuspto-grants-2014_07