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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57729Generated: October 28, 2026

Potassium Hydroxide → 2-(1-Benzyloxy-ethyl)-3H-imidazo[5,1-f][1,2,4]triazin-4-one

https://huagongshe.com/reaction/57729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant3-(2-Benzyloxy-propionylamino)-3H-imidazole-4-carboxylic acid amideHCID 89717258—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-(1-Benzyloxy-ethyl)-3H-imidazo[5,1-f][1,2,4]triazin-4-oneHCID 13659279775.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of compound 10 (1.5 g, 5.2 mmol) in EtOH (10 mL) was added a solution of KOH (870 mg, 15.6 mmol) in H2O (4 mL). Then the resulting mixture was heated at 100° C. under microwave heating for one hour. After removal of the solvent, the mixture was poured into ice water and pH was adjusted to 7 with 1M aqueous HCl solution. The suspension was filtered and the solid was dried to give compound 11 (1.06 g, 75% yield) as a white solid. LC-MS: m/z 271 [M+H]+. 1H NMR (400 MHz, CDCl3): δ 8.70 (br. s, 1H), 8.10 (s, 1H), 7.92 (s, 1H), 7.39˜7.32 (m, 5H), 4.60 (m, 2H), 4.46 (q, J=6.4 Hz, 1H), 1.57 (d, J=6.4 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434733B2
Source datasetuspto-grants-2016_09
ORD IDord-8e3ea0a2e10a42adab85b0ecbe43ada7
Source noteuspto-grants-2016_09