Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 86625210, compound

Participants

Reaction Steps

1.01 g of Z-SAR-OH (available from Kokusan Chemical Co., Ltd.), 4.72 mL of diisopropylethylamine, 1.83 g of 1-hydroxybenzotriazole monohydrate, and 1.32 g of N,O-dimethyl hydroxylamine hydrochloride were dissolved in 15 mL of N,N-dimethylformamide, then 2.6 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added thereto under an ice-cold condition, and the mixture was stirred for 2.5 hours at room temperature. To the reaction solution was added a saturated aqueous solution of sodium hydrogen carbonate, and the solution was extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, and then dried over anhydrous sodium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=1/1), to obtain 1.02 g of benzyl{2-[methoxy(methyl)amino]-2-oxoethyl}methylcarbamate [2-1] (hereinafter, referred to as the compound [2-1]) as a pale yellow oily product.

Provenance & Evidence