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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490835Generated: October 30, 2026

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

https://huagongshe.com/reaction/490835

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4,5-TrimethoxybenzaldehydeHCID 6858—
ReactantMalononitrileHCID 8010—
Reactant1-(Hydroxymethyl)-1H-indol-4-olHCID 24776903—
Product2-Amino-3-cyano-4-(3,4,5-trimethoxyphenyl)-7-hydroxymethyl-4H-pyrrolo[2,3-h]chromeneHCID 10024358—

Reaction Steps

The title compound was prepared from 4-hydroxy-1-hydroxymethylindole (30 mg, 0.18 mmol), 3,4,5-trimethoxy-benzaldehyde (36 mg, 0.18 mmol) and malononitrile (12 mg, 0.18 mmol) similar to Example 24 to yield 63 mg (84%) of white solids. 1H NMR (CDCl3): 7.21-7.20 (m, 2H), 6.84 (d, J=8.4 Hz, 1H), 6.64 (d, J=3.0 Hz, 1H), 6.42 (s, 2H), 5.61 (d, J=6.0 Hz, 2H), 4.78 (s, 1H), 4.67 (brs, 2H), 3.82-3.80 (m, 9H), 2.46 (brs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528164B2
Source datasetuspto-grants-2009_05
ORD IDord-30f654bcd7a94779b5f5da0e238dd8cc
Source noteuspto-grants-2009_05