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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677587Generated: October 30, 2026

Methyl iodide → HCID 67215739, compound

https://huagongshe.com/reaction/1677587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 11851868HCID 11851868—
SolventDimethylformamideHCID 6228—
ProductHCID 67215739HCID 67215739—

Reaction Steps

0.79 g (2.43 mmol) of cesium carbonate and then 0.05 ml (0.84 mmol) of methyl iodide are added to 0.22 g (0.76 mmol) of (4-amino-3-methoxyphenyl)(8-hydroxyimidazo[1,5-a]pyridin-3-yl)methanone obtained in example 147 in 5 ml of DMF. The reaction medium is stirred at ambient temperature for 4 hours. After addition of a saturated sodium hydrogencarbonate solution, the reaction medium is extracted with ethyl acetate. The organic phase obtained is dried over sodium sulfate and concentrated under reduced pressure. The residue is purified by column chromatography on silica gel, elution being carried out with dichloromethane. 0.2 g of an orange-yellow solid is collected. Melting point: 229° C.; 1H NMR (CDCl3): 3.86 (3H, s), 4.01 (3H, s), 5.80 (2H, m), 6.69 (1H, m), 6.69-6.72 (1H, m), 7.03-7.09 (1H, t), 7.78 (1H, s), 7.92 (1H, s), 8.24 (1H, m), 9.25-9.28 (1H, m)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008321B2
Source datasetuspto-grants-2011_08
ORD IDord-49aa91abdf3d458c99839d4c21e3bfac
Source noteuspto-grants-2011_08