Triethylamine → cis-2-Hydroxy-1-{4-[4-(octahydro-quinoline-1-carbonyl)-thiophen-2-yl]-piperidin-1-yl}-ethanone

To a solution of cis-(octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanone (CC-033) (0.061 g, 0.18 mmol) in DCM (1 mL) was added triethylamine (0.55 mmol) and glycolic acid chloride acetate (0.24 mmol). The reaction mixture was stirred for 1 hour, and then the solvent evaporated. Methanol (1 mL) and sodium methoxide (0.91 mmol) were added and the reaction mixture was stirred overnight. The solvent was removed by evaporation and the product was purified by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were concentrated under vacuum to give the title compound as a colourless oil (0.018 g). LCMS m/z 391.11 [M+H]+ RT=9.24 min (Analytical Method 2).

1. customthe solvent evaporated
2. stirringthe reaction mixture was stirred overnight
3. customThe solvent was removed by evaporation
4. customthe product was purified by HPLC
5. washeluting with 10%-98% acetonitrile in water (0.1% formic acid)
6. additionThe fractions containing the desired product
7. concentrationwere concentrated under vacuum

ORD 기록

ord-bbca1605cde14904990e9517abce5929

출처 데이터셋

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08362008B2