Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 135730580, compound

Participants

Reaction Steps

6-Butoxy-5-[3-ethyl-2-(2-methoxyethyl)-7-oxo-6,7-dihydro-2H-pyrazolo-[4,3-d]pyrimidin-5-yl]nicotinic acid (Example 3) (200 mg, 0.48 mmol) was dissolved in dichloromethane and 1-hydroxybenzotriazole hydrate (78 mg, 0.58 mmol) and 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (120 mg, 0.58 mmol) were added followed by diisopropylethylamine (0.34 mL, 1.95 mmol). N,O-dimethylhydroxyl-amine hydrochloride (56.3 mg, 0.58 mmol) was added and the mixture stirred at room temperature for 14 h. A further 0.29 mmol of 1-hydroxybenzotriazole hydrate and 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride were added and the reaction stirred for a further 3 h. The reaction mixture was diluted with further dichloromethane, washed with water, dried (MgSO4) and concentrated. Purification by flash column chromatography (gradient elution from dichloromethane to 5% methanol:dichloromethane) gave the title compound (178 mg, 81%).

Provenance & Evidence