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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972976Generated: October 30, 2026

Ethyl Acetate → 4-Aminopyrrolo[2,1-F][1,2,4]triazine-6-carbonitrile

https://huagongshe.com/reaction/1972976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantFormamidine acetateHCID 160693—
Reactant1-amino-1H-pyrrole-2,4-dicarbonitrileHCID 55295898—
SolventEthanolHCID 702—
Product4-Aminopyrrolo[2,1-F][1,2,4]triazine-6-carbonitrileHCID 5529745871.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-Amino-1H-pyrrole-2,4-dicarbonitrile (3.00 g, 22.71 mmol), formamidine acetate (22.71 g, 272.47 mmol) and K2CO3 (43.93 g, 317.88 mmol) were diluted in EtOH (105 mL). The mixture was heated at 80° C. for 2 h and then cooled to rt. EtOAc (200 mL) was added and the organic layer was washed with water (100 mL), dried over MgSO4 and then concentrated to dryness. The crude material was purified by ISCO® chromatography to afford the desired product (2.58 g, 71%). 1H NMR (400 MHz, DMF-d6) δ 7.91 (s, 1H), 7.64 (s, 1H), 7.61 (s, 1H), 7.21 (s, 2H); LC-MS m/z[M+H]+ 159.9, RT 1.21 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431695B2
Source datasetuspto-grants-2013_04
ORD IDord-a10d6009971a42ccbe0119f749c651e5
Source noteuspto-grants-2013_04