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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133187Generated: October 26, 2026

Acetic Acid → 3-(1,6-Dimethyl-2-oxo-2,9-dihydro-1H-pyrido[2,3-b]-indol-3-yl)benzaldehyde

https://huagongshe.com/reaction/133187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-(3-cyanophenyl)-1,6-dimethyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-oneHCID 67387947—
ReactantHCID 178527019HCID 178527019—
CatalystNickelHCID 935—
SolventPyridineHCID 1049—
Product3-(1,6-Dimethyl-2-oxo-2,9-dihydro-1H-pyrido[2,3-b]-indol-3-yl)benzaldehydeHCID 86602343—

Reaction Conditions

Temperature60 °C

Reaction Steps

450 mg of 3-(3-cyanophenyl)-1,6-dimethyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one, 10 ml of AcOH, 20 ml of pyridine, 2.6 g of sodium hypophosphite and 434 mg of Raney Ni are mixed and then the mixture is heated at 60° C. for 4 hours. The reaction medium is filtered and the filtrate is evaporated; the residue is taken up in 50 ml of AcOEt/CH2Cl2 (1/1; v/v) and the organic phase is washed with water, dried and evaporated to produce the expected compound, M.p.=280° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390818B2
Source datasetuspto-grants-2008_06
ORD IDord-b9d5a5ddf3364bd3be98a2eec401b06b
Source noteuspto-grants-2008_06