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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 864064Generated: October 29, 2026

Fumaric Acid → (RS)-2-(6-methoxy-1,4-dihydroindeno[2,1-c]pyrazol-1-yl)-1-methyl-ethylamine fumarate

https://huagongshe.com/reaction/864064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFumaric AcidHCID 444972—
Reactant(RS)-1-(2-azido-propyl)-6-methoxy-1,4-dihydro-indeno[2,1-c]pyrazoleHCID 19420937—
CatalystPlatinum oxide (PtO)HCID 82844—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
Product(RS)-2-(6-methoxy-1,4-dihydroindeno[2,1-c]pyrazol-1-yl)-1-methyl-ethylamine fumarateHCID 1942094386%

Reaction Steps

1.58 g (5.86 mmol) of (RS)-1-(2-azido-propyl)-6-methoxy-1,4-dihydro-indeno[2,1-c]pyrazole dissolved in 50 ml of anhydrous ethanol were hydrogenated over 160 mg of platinum oxide for 2 hours. The catalyst was subsequently filtered off, rinsed with ethanol and the solvent was removed in a vacuum. The colorless oil obtained was dissolved in 80 ml of anhydrous diethyl ether, filtered and treated while stirring with a solution of 680 mg (5.86 mmol) of fumaric acid in 10 ml of methanol. The mixture was stirred at room temperature for 15 hours and the white crystals were subsequently filtered off. 1.81 g (86%) of (RS)-2-(6-methoxy-1,4-dihydroindeno[2,1-c]pyrazol-1-yl)-1-methyl-ethylamine fumarate (1:1) with m.p. 192°-194° were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05561150
Source datasetuspto-grants-1996_10
ORD IDord-35812cd9fdca4b6d9ac452062e78124c
Source noteuspto-grants-1996_10