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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490827Generated: October 30, 2026

3,4,5-Trimethoxybenzaldehyde → 2-Amino-3-cyano-4-(3,4,5-trimethoxyphenyl)-7-methyl-4H-pyrrolo[2,3-h]chromene

https://huagongshe.com/reaction/490827

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4,5-TrimethoxybenzaldehydeHCID 6858—
ReactantMalononitrileHCID 8010—
ReactantPiperidineHCID 8082—
Reactant4-Hydroxy-1-methylindoleHCID 15825739—
SolventEthanolHCID 702—
Product2-Amino-3-cyano-4-(3,4,5-trimethoxyphenyl)-7-methyl-4H-pyrrolo[2,3-h]chromeneHCID 1036303766.2%

Reaction Steps

To a mixture of 3,4,5-trimethoxybenzaldehyde (53 mg, 0.27 mmol), 4-hydroxy-1-methylindole (40 mg, 0.27 mmol) and malononitrile (18 mg, 0.27 mmol) in 1.5 mL of ethanol was added piperidine (0.01 ml, 0.1 mmol). The solution was stirred at room temperature overnight and precipitates were observed. The precipitates were collected by filtration and dried to yield 70 mg (66%) of title compound as white solids. 1H NMR (CDCl3): 7.06-7.02 (m, 2H), 6.80 (d, J=8.1 Hz, 1H), 6.57 (d, J=2.4 Hz, 1H), 6.42 (s, 2H), 4.79 (s, 1H), 4.66 (s, 2H), 3.81-3.78 (m, 12H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528164B2
Source datasetuspto-grants-2009_05
ORD IDord-bc99fed4f3644e39a4b30b83b4855158
Source noteuspto-grants-2009_05