2-(Methylamino)ethanol → HCID 505747, compound

Participants

Reaction Steps

To the solution of methylene chloride (120 ml) was added N,N-dimethylformamide (1.1 ml) and thionyl chloride (1.2 ml) and refluxed for 2 hr. The solution was added 4-(1H-5-indazolylamino)-2-methylthio-5-pyrimidinecarboxylic acid ethyl ester (3 g) prepared from preparation example 3, and refluxed for 10 hr. The reaction mixture was cooled and slowly added 2-(methylamino)ethanol (4 ml) at 0˜5° C. and stirred for 1 hr. The reaction mixture was added methanol (80 ml), stirred 5 min. and then filtered for removing impurity. The filtrate was concentration by evaporation under pressure and it was obtained a solid product. The solid product in methanol: H2O=1:1 was added aq. 3N NaOH (3 ml), stirred for 1 hr, filtered and washed with H2O. The desired compound (1.61 g. 45%) was obtained by recrystallization with methylene chloride:isopropyl ether=1:4.

Provenance & Evidence