Diisopropylethylamine → (E)-tert-Butyl (2-(1-(3-(3,5-dichlorophenyl)acryloyl)piperidin-4-yl)ethyl)carbamate

To (E)-3-(3,5-dichlorophenyl)acrylic acid (step 2) (1.365 g, 6.29 mmol) in NMP (12 ml) was added HATU (2.87 g, 7.55 mmol) and the mixture was stirred for 5 minutes at RT. tert-Butyl(2-(piperidin-4-yl)ethyl)carbamate (1.436 g, 6.29 mmol) was added followed by DIPEA (3.30 ml, 18.87 mmol) and stirring continued at RT overnight. The reaction mixture was poured into water and extracted with EtOAc. The organic portion was washed with water, saturated sodium bicarbonate solution, water, brine and dried using a phase separating column and the solvent removed under reduced pressure. The crude material was purified by chromatography on silica eluting with 0-100% EtOAc in iso-hexane to afford the title compound;

1. stirringstirring
2. waitcontinued at RT overnight
3. extractionextracted with EtOAc
4. washThe organic portion was washed with water, saturated sodium bicarbonate solution, water, brine
5. customdried
6. customseparating column
7. customthe solvent removed under reduced pressure
8. customThe crude material was purified by chromatography on silica eluting with 0-100% EtOAc in iso-hexane

ORDレコード

ord-a39cc06a43d34a06961cc79ca0617ef2

出典データセット

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09409895B2