Cyclopropanemethanamine → N-Cyclopropylmethyl-6-[3-(3,4-difluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-nicotinamide

온도

50 °C

Trimethylaluminium solution (2 M in toluene, 0.8 mL, 1.60 mmol) was added to a solution of aminomethylcyclopropane (78 mg, 1.06 mmol) in dioxane (5 mL). The mixture was stirred for 1 h at 50° C. Then a solution of 6-[3-(3,4-difluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester (100 mg, 0.27 mmol) in dioxane (5 mL) was added. The reaction mixture was stirred overnight at 85° C. The dioxane was removed by distillation. The remaining material was purified by chromatography (silica, ethyl acetate:heptane=2:3 to 3:2) to afford the title compound (30 mg, 27%) as a colourless oil. MS: m/e=416.2 [M+H]+.

1. stirringThe reaction mixture was stirred overnight at 85° C
2. customThe dioxane was removed by distillation
3. customThe remaining material was purified by chromatography (silica, ethyl acetate:heptane=2:3 to 3:2)

ORD 기록

ord-21c30c5e9bd34694b0cfab695ddd0a7a

출처 데이터셋

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08222246B2