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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490826Generated: October 27, 2026

Malononitrile → 2-Amino-4-(4-acetoxy-3-bromo-5-methoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene

https://huagongshe.com/reaction/490826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
Reactant2-Bromo-4-formyl-6-methoxyphenyl AcetateHCID 2063926—
Reactant4-Hydroxy-1-methylindoleHCID 15825739—
SolventEthanolHCID 702—
Product2-Amino-4-(4-acetoxy-3-bromo-5-methoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromeneHCID 103223675.3%

Reaction Steps

To a mixture of 2-bromo-4-formyl-6-methoxyphenyl acetate (273 mg, 1 mmol) and malononitrile (66 mg, 1 mmol) in 10 mL of ethanol was added 4-hydroxy-1-methylindole (147 mg, 1 mmol) and the solution was stirred at room temperature overnight. The solvent was removed in vacuo. The crude material was purified by column chromatography (2:1, hexane:ethyl acetate) to yield 25 mg (5.3%) of the title compound 1H NMR (CDCl3): 7.07-7.04 (m, 2H), 6.92 (s, 1H), 6.79-6.77 (m, 2H), 6.57 (s, 1H), 4.81 (s, 1H), 4.70 (s, 2H), 3.79 (s, 6H), 2.34 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528164B2
Source datasetuspto-grants-2009_05
ORD IDord-ee21c31e8c434e5c8c98e39150aee006
Source noteuspto-grants-2009_05