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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494203Generated: October 30, 2026

Methyl iodide → HCID 45117446, compound

https://huagongshe.com/reaction/494203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant7-Amino-4-methyl-2-quinolinoneHCID 88277—
SolventDimethylformamideHCID 6228—
ProductHCID 45117446HCID 4511744668%

Reaction Steps

To a solution of 7-amino-4-methyl-1H-quinolin-2-one (87 mg, 0.5 mmol) in dry DMF (2 ml) was added sodium hydride (24 mg, 60% disp. in oil, 0.6 mmol) followed by methyl iodide (38 μl, 0.6 mmol) and the reaction stirred at room temperature for 1.5 h. After quenching with water the mixture was extracted with EtOAc and the combined extracts were dried over MgSO4 and concentrated in vacuo to give the crude product. Purification by SPE column chromatography, eluting with 0-10% MeOH/EtOAc gradient gave title compound (64 mg) which was used in the next step without further purification. 1H NMR (250 MHz, CDCl3) δ (ppm): 7.47 (d, 1H), 6.59 (m, 2H), 6.55 (d, 1H), 4.45 (br, 2H), 3.61 (s, 3H), 2.38 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538121B2
Source datasetuspto-grants-2009_05
ORD IDord-4d7165b32ecf4dc3ab561addde634058
Source noteuspto-grants-2009_05