2-Methoxyethanol → HCID 86588726, compound

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Reaction Steps

2-Methoxyethanol (2.6 ml, 48 mmol) is treated at 0° C. with sodium hydride (38 mg, 0.95 mmol, 60% in mineral oil) and the remaining solution allowed to warm to ambient temperature over 1 h. N-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-2-methylaminomethyl-isonicotinamide (200 mg, 0.48 mmol, dissolved in tetrahydrofurane (2.0 ml), is added and the mixture stirred at 80° C. for 15 h. The mixture is then evaporated to dryness, treated with saturated sodium carbonate (20 ml) and extracted four times with each 20 ml dichloromethane. The combined organic phases are dryed and evaporated. Flash chromatography (SiO2, eluent: dichloromethane/methanol 20:0 to 19:1) afforded the title compound as light yellow crystals (104 mg, 48% yield). MS: m/e=459 (M+H+).

Provenance & Evidence