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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 359037Generated: October 25, 2026

Dimethylformamide → 4-[1-(4-methoxyphenyl)-1H-indazol-3-yl]-1-piperazine carboxamide

https://huagongshe.com/reaction/359037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantNitroureaHCID 62372—
Reactant1-(4-methoxyphenyl)-3-(1-piperazinyl)-1H-indazole hydrochlorideHCID 19887056—
SolventWaterHCID 962—
Product4-[1-(4-methoxyphenyl)-1H-indazol-3-yl]-1-piperazine carboxamideHCID 1511711685.4%

Reaction Steps

A solution of 1-(4-methoxyphenyl)-3-(1-piperazinyl)-1H-indazole hydrochloride (5.0 g, 0.01 mol), nitrourea (4.0 g, 0.04 mol) and dimethylformamide (200 ml) was warmed on a steam bath for 2 hours. The reaction mixture was poured into H2O and the aqueous mixture was extracted with ethyl acetate. The ethyl acetate was dried with MgSO4 and concentrated to 5.3 g of an oil. Crystallization was achieved with toluene affording 3.3 g (65%) of a powder. The powder was recrystallized again from toluene to afford 3.0 g of 4-[1-(4-methoxyphenyl)-1H-indazol-3-yl]-1-piperazine carboxamide, m.p. 155°-157° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04999356
Source datasetuspto-grants-1991_03
ORD IDord-7aee8f4086a642e3b79ffdea564f49a0
Source noteuspto-grants-1991_03