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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894722Generated: October 31, 2026

Cyanoacetic acid → HCID 59408992, compound

https://huagongshe.com/reaction/1894722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanoacetic acidHCID 9740—
Reactant1-Azatricyclo[6.3.1.0,4,12]dodeca-2,4,6,8(12)-tetraeneHCID 15645629—
SolventAcetic AnhydrideHCID 7918—
ProductHCID 59408992HCID 59408992—

Reaction Steps

5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline (3.0 g, 19.1 mmol) and cyanoacetic acid (1.7 g, 20.0 mmol) in acetic anhydride (50 ml) were heated to 90° C. for 1.5 hours. After cooling to room temperature the product precipitated out, was filtered off, washed with cold methanol and dried under reduced pressure to obtain 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-3-oxo-propionitrile as cream colored crystals (3.457 g). 400 MHz 1H NMR (CDCl3) δ: 7.99 (d, J=7.6 Hz 1H), 7.83 (s, 1H), 7.25 (s, 1H), 7.07 (d, J=6.4 Hz, 1H), 4.23 (m, 2H), 3.88 (s, 2H), 3.01 (m, 2H), 2.28 (m, 2H); LCMS: 225 [M+H]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513292B2
Source datasetuspto-grants-2013_08
ORD IDord-f3cff7b1b1a4473e82c076a898821ff5
Source noteuspto-grants-2013_08