Sodium Bicarbonate → 1-[4'-(4-tert-Butoxycarbonylamino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

참여 물질

역할	이름	HCID	투입량
반응물	Sodium Bicarbonate	HCID 516892	—
반응물	Ethyl 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanecarboxylate	HCID 53217182	—
반응물	Tert-butyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate	HCID 66577242	—
촉매	HCID 178418397	HCID 178418397	—
용매	1,2-Dimethoxyethane	HCID 8071	—
생성물	1-[4'-(4-tert-Butoxycarbonylamino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester	HCID 66577646	—

반응 조건

온도	80 °C

반응 단계

[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid tert-butyl ester (2.0 g, 5.6 mmol), 1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclopropanecarboxylic acid ethyl ester (1.78 g, 5.6 mmol), tetrakis(triphenylphosphine)palladium(0) (0.65 g, 0.56 mmol), and sodium bicarbonate (1.4 g, 16.8 mmol) were combined in DME (30 mL) and H2O (10 mL) and the mixture was purged with N2. The reaction was stirred at 80° C. overnight, and after aqueous workup the crude material was purified by silica gel chromatography (0-40% EtOAc in hexanes) to give the title compound.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08217066B2
출처 데이터셋	uspto-grants-2012_07
ORD ID	ord-cfe39a8acfe44237b1b167991f576575
출처 메모	uspto-grants-2012_07