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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472927Generated: October 30, 2026

Methyl iodide → HCID 67215739, compound

https://huagongshe.com/reaction/472927

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-hydroxy-imidazo[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 orangy-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 numberUS08633216B2
Source datasetuspto-grants-2014_01
ORD IDord-e0030bce83f942c7bd9fc59fe7799c51
Source noteuspto-grants-2014_01