Water → HCID 58547347, Verbindung

Temperatur

80 °C

To a stirred solution of 3-(3-bromo-pyridin-2-yl)-azetidine-1-carboxylic acid tert-butyl ester (3) (158 mg, 0.48 mmol) in dioxane (10 mL) was added phenylboronic acid (78) (87 mg, 0.71 mmol), Na2CO3 (152 mg, 1.4 mmol) and H2O (2 mL). The reaction mixture was degassed with N2 and then PdCl2(dppf) (35 mg, 0.05 mmol) was added. The reaction mixture was stirred at 80° C. for 12 h. The reaction mixture was left to reach RT and filtered through a pad of CELITE® and the filter cake was washed with CH2Cl2 (20 mL×3). The combined filtrates were evaporated in vacuo and the residue was purified by column chromatography ((EtOAc:Petrol ether=3:1) to give 3-(3-phenyl-pyridin-2-yl)-azetidine-1-carboxylic acid tert-butyl ester (125 mg, 0.38 mmol, 80% yield).

1. customThe reaction mixture was degassed with N2
2. waitThe reaction mixture was left
3. customto reach RT
4. filtrationfiltered through a pad of CELITE®
5. washthe filter cake was washed with CH2Cl2 (20 mL×3)
6. customThe combined filtrates were evaporated in vacuo
7. customthe residue was purified by column chromatography ((EtOAc:Petrol ether=3:1)

ORD-Eintrag

ord-8823f7d4bc3743548995016fabf2954f

Quelldatensatz

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08957073B2