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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575699Generated: October 29, 2026

Methyl iodide → 8-Bromo-6-methylpyrido[4,3-d]pyrimidin-5(6H)-one

https://huagongshe.com/reaction/575699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant8-bromo-5H,6H-pyrido[4,3-d]pyrimidin-5-oneHCID 75358360—
SolventDimethylformamideHCID 6228—
Product8-Bromo-6-methylpyrido[4,3-d]pyrimidin-5(6H)-oneHCID 11802192675.3%

Reaction Steps

Sodium hydride (21 mg, 0.53 mmol, 60% in mineral oil) was added to the title compound of step 2 (100 mg, 0.44 mmol) in DMF (10 mL) at 0° C. After stirring 0.5 h, MeI (126 mg, 0.88 mmol) was added and stirring continued at 0° C. for 2 h. Following extractive work up with EA, the title compound (80 mg, yield: 75.3%) was obtained as a yellow solid. 1H NMR: (DMSO-d6, 400 MHz) δ: 9.47 (s, 1H), 9.46 (s, 1H), 8.53 (s, 1H), 3.54 (s, 3H). LCMS: 240.0, 242.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034900B2
Source datasetuspto-grants-2015_05
ORD IDord-6b64b1f96bce45eeb3e16860b7223398
Source noteuspto-grants-2015_05