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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490825Generated: October 31, 2026

Malononitrile → 2-Amino-4-(5-bromo-pyridin-3-yl)-3-cyano-7-hydroxymethyl-4H-pyrrolo[2,3-h]chromene

https://huagongshe.com/reaction/490825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
ReactantPiperidineHCID 8082—
Reactant5-Bromo-3-pyridinecarboxaldehydeHCID 2784734—
Reactant1-(Hydroxymethyl)-1H-indol-4-olHCID 24776903—
Product2-Amino-4-(5-bromo-pyridin-3-yl)-3-cyano-7-hydroxymethyl-4H-pyrrolo[2,3-h]chromeneHCID 10340734—

Reaction Steps

The title compound was prepared from 1-hydroxymethyl-4-hydroxy-indole (66 mg, 0.4 mmol), 5-bromo-pyridine-3-carbaldehyde (75 mg, 0.4 mmol), malononitrile (27 mg, 0.4 mmol) and piperidine (0.02 mL, 0.2 mmol), similar to Example 16, to yield 60 mg (38%) of a white solid. 1H NMR (DMSO-d6): 8.58 (d, J=2.1 Hz, 1H), 8.48 (d, J=1.5 Hz, 1H), 7.78-7.76 (m, 1H), 7.45 (d, J=3.0 Hz, 1H), 7.31 (d, J=8.4 Hz, 1H), 7.11 (brs, 2H), 6.77 (d, J=8.7 Hz, 1H), 6.49 (d, J=3.3 Hz, 2H), 5.49 (brs, 2H), 4.98 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528164B2
Source datasetuspto-grants-2009_05
ORD IDord-ffaf3ec31eb742719b692c4b399958e9
Source noteuspto-grants-2009_05