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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490838Generated: October 30, 2026

Malononitrile → 2-Amino-4-(5-methyl-pyridin-3-yl)-3-cyano-7-methyl-8,9-dihydro-4H-pyrrolo[2,3-h]chromene

https://huagongshe.com/reaction/490838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
Reactant5-Methylpyridine-3-carbaldehydeHCID 14141158—
Reactant1H-Indol-4-ol, 2,3-dihydro-1-methyl-HCID 22726141—
Product2-Amino-4-(5-methyl-pyridin-3-yl)-3-cyano-7-methyl-8,9-dihydro-4H-pyrrolo[2,3-h]chromeneHCID 9973173—

Reaction Steps

The title compound was prepared from 4-hydroxy-2,3-dihydro-1-methylindole (0.025 g, 0.17 mmol), 5-methyl-pyridine-3-carbaldehyde (0.020 g, 0.17 mmol), and malononitrile (0.011 g, 0.17 mmol) similar to Example 22 to yield 0.017 g (32%) of a white solid. 1H NMR (DMSO-d6): 8.31 (d, J=2.2 Hz, 1H), 8.27 (d, J=1.4 Hz, 1H), 7.37 (m, 1H), 6.71 (dd, J=8.0, 0.83 Hz, 1H), 6.25 (dd, J=8.0 Hz, 1H), 6.22 (brs, 2H), 4.68 (s, 1H), 3.36 (t, J=16.8 Hz, 2H), 2.94 (t, J=16.8 Hz, 2H), 2.70 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528164B2
Source datasetuspto-grants-2009_05
ORD IDord-bd210d8ffdee4c2fbeda834cf78c0de4
Source noteuspto-grants-2009_05