Sodium hydride → tert-Butyl-4-((6-(5-(3-isopropyl-1,2,4-oxadiazol-5-yl)-1H-indol-1-yl) pyridin-3-yl) oxy)piperidine-1-carboxylate

온도

60 °C

To a stirred solution of N′-hydroxyisobutyrimidamide (0.10 g, 1.0 mmol) in dry THF (10 mL), NaH (0.078 g, 3.26 mmol) was added and stirred at 60° C. for 2 h. The reaction contents were brought to room temperature, Ethyl-1-(5-((1-(tert-butoxycarbonyl)piperidin-4-yl) oxy) pyridin-2-yl)-1H-indole-5-carboxylate (0.205 g, 0.440 mmol) was added and stirred at 60° C. for 3 h. The reaction was quenched by methanol at 0° C. and concentrated in vacuo. The resultant residue was dissolved with ethyl acetate and washed with water, the organic layer was separated, concentrated in vacuo and the resulting residue was purified by flash column chromatography to give the title compound (0.050 g, 10.16%).

1. customThe reaction contents
2. customwere brought to room temperature
3. stirringstirred at 60° C. for 3 h
4. customThe reaction was quenched by methanol at 0° C.
5. concentrationconcentrated in vacuo
6. dissolutionThe resultant residue was dissolved with ethyl acetate
7. washwashed with water
8. customthe organic layer was separated
9. concentrationconcentrated in vacuo
10. customthe resulting residue was purified by flash column chromatography

ORD 기록

ord-ad749111d6bf40018f909b945ab7139d

출처 데이터셋

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09000175B2