Potassium Carbonate → [6-(4-Cyano-phenyl)-pyridin-2-yl]carbamic acid tert-butyl ester

참여 물질

역할	이름	HCID	투입량
반응물	Potassium Carbonate	HCID 11430	—
반응물	4-Cyanophenylboronic acid	HCID 2734326	—
반응물	Tert-butyl (6-bromopyridin-2-YL)carbamate	HCID 13040380	—
촉매	HCID 178418397	HCID 178418397	—
용매	N,N-Dimethylformamide--water (1/1)	HCID 21962138	—
생성물	[6-(4-Cyano-phenyl)-pyridin-2-yl]carbamic acid tert-butyl ester	HCID 67133691	60%

반응 조건

온도	80 °C

반응 단계

A mixture of 4-cyanobenzeneboronic acid (7.35 g, 50 mmol), (6-bromo-pyridin-2-yl)carbamic acid tert-butyl ester (13.8 g, 50 mmol), Pd(Ph3P)4 (5.8 g, 0.15 mmol) and K2CO3 (10.4 g, 75 mmol) in DMF/H2O (1:1, 250 mL) was stirred under argon at 80° C. overnight. DMF was evaporated off under reduced pressure and the residue was dissolved in EtOAc (200 mL). The mixture was washed with water and brine, dried over Na2SO4, and concentrated to dryness. The residue was purified by column (Petroleum Ether/EtOAc 50:1) on silica gel to give [6-(4-cyano-phenyl)-pyridin-2-yl]carbamic acid tert-butyl ester (7.0 g, 60%). 1H NMR (300 MHz, CDCl3) δ 8.02-8.07 (m, 2H), 7.95 (d, J=8.4 Hz, 1H), 7.71-7.79 (m, 3H), 7.37-7.44 (m, 2H), 1.53 (s, 9H).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07741321B2
출처 데이터셋	uspto-grants-2010_06
ORD ID	ord-9b770c73625e402597b9ac1143f7c667
출처 메모	uspto-grants-2010_06