Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575705Generated: October 28, 2026

Water → 5-Bromo-7-methyl-[1,2,4]triazolo[4,3-a]pyrazin-8-one

https://huagongshe.com/reaction/575705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant5-bromo-7H-[1,2,4]triazolo[4,3-a]pyrazin-8-oneHCID 118021449—
SolventDimethylformamideHCID 6228—
SolventIsopropanol methylene chlorideHCID 21966342—
Product5-Bromo-7-methyl-[1,2,4]triazolo[4,3-a]pyrazin-8-oneHCID 11802172347%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of the title compound of step 1 (400 mg, 1.86 mmol) in DMF (4 mL) was added NaH (149 mg, 3.72 mmol, 60% in mineral oil) in portions at 0° C. under N2. The mixture was stirred at 20° C. for 1 h, and methyl iodide (792 mg, 5.58 mmol) was added. After stirring at 20° C. for 5 h, water was added. Methylene chloride:2-propanol (10:1) extractive work up gave the title compound (200 mg, yield: 47%) as a light yellow solid which was carried on without purification. 1H NMR (DMSO-d6, 400 MHz): δ 9.26 (s, 1H), 7.60 (s, 1H), 3.42 (s, 3H). LCMS: 228.9 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034900B2
Source datasetuspto-grants-2015_05
ORD IDord-909bd0fb458f4f5c9184da773761351d
Source noteuspto-grants-2015_05