Triethylamine → HCID 25230627, compound

Participants

Reaction Steps

To a solution of [5-(4-chloro-phenylamino)-3-(3,5-dimethyl -pyrazol-1-yl)-pyrazin-2-yl]-methanol (50 mg, 0.15 mmol) and triethyl amine (0.06 mL, 0.45 mmol) in tetrahydrofuran (5 mL) was added methanesulfonyl chloride (0.23 mL, 0.30 mmol) and the solution was stirred for 15 min. Sodium methoxide (30 5 in methanol, 0.85 mL, 4.5 mmol) was added and the mixture was stirred for 1.5 hour. Water (20 mL) and brine (30 mL) was added and the qquosus phase was extracted with ethyl acetate. The combined organic phases were dried over magnesium sulphate, filtrated and concentrated in vacuo. The crude product was purified by flash chromatography to give (4-chloro-phenyl)-[6-(3,5-dimethyl-pyrazol-1-yl)-5-methoxymethyl-pyrazin-2-yl]-amine (5 mg, 8%) as an orange solid. Mp. 147-151° C. LC-ESI-HRMS of [M+Na]+ shows 366.1087 Da. Calc. 366.109788 Da, dev. −3 ppm

Provenance & Evidence