Sodium Carbonate → (1S,2R)-6-Fluoro-4'-(2-hydroxy-1-methyl-4-pyridin-3-yl-butoxy)-biphenyl-3-carbonitrile

참여 물질

역할	이름	HCID	투입량
반응물	Sodium Carbonate	HCID 10340	—
반응물	3-Bromo-4-fluorobenzonitrile	HCID 123579	—
반응물	(1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid	HCID 54413593	—
촉매	HCID 178418397	HCID 178418397	—
용매	Ethanol	HCID 702	—
생성물	(1S,2R)-6-Fluoro-4'-(2-hydroxy-1-methyl-4-pyridin-3-yl-butoxy)-biphenyl-3-carbonitrile	HCID 53886355	88%

반응 조건

온도	90 °C

반응 단계

Prepared according to the method described in Example 12b) from (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxyl]enzeneboronic acid (0.20 g, Example 33), 3-bromo-4-fluorobenzonitrile (0.27 g), 2M aqueous sodium carbonate (0.76 ml) and tetrakis(triphenylphosphine)palladium (0) (0.019 g) in ethanol (5 ml) with heating at 90° C. for 4 hours. After work up, the residue was purified by normal-phase HPLC eluting with a gradient of 0-10% ethanol in dichloromethane to give the title compound as an oil (0.22 g).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US06300352B1
출처 데이터셋	uspto-grants-2001_10
ORD ID	ord-6de3750c4a394f54a48d2f3953144a3f
출처 메모	uspto-grants-2001_10