Tetrahydrofuran → [3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)phenyl][2-(morpholin-4-yl)pyrimidin-5-yl]methanol

참여 물질

역할	이름	HCID	투입량
반응물	Tetrahydrofuran	HCID 8028	—
반응물	2-(Morpholin-4-yl)pyrimidine-5-carbaldehyde	HCID 3160978	—
반응물	1-Bromo-3-((((1,1-dimethylethyl)dimethylsilyl)oxy)methyl)benzene	HCID 22033147	—
반응물	HCID 178418244	HCID 178418244	—
용매	Water	HCID 962	—
용매	Ethyl Acetate	HCID 8857	—
생성물	[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)phenyl][2-(morpholin-4-yl)pyrimidin-5-yl]methanol	HCID 86686212	85%

반응 조건

온도	-78 °C

반응 단계

[(3-Bromobenzyl)oxy](tert-butyl)dimethylsilane (860 mg) was mixed with THF (10 ml), followed by cooling to −78° C. under argon atmosphere. A 1.60 M n-butyl lithium/hexane solution (1.8 ml) was added dropwise thereto, followed by stirring at −78° C. for 10 minutes, and then 2-morpholin-4-ylpyrimidine-5-carboaldehyde (500 mg) was added thereto. The mixture was warmed to 0° C. over 1 hour and then stirred again at 0° C. for 1 hour. Water and EtOAc were added to the reaction mixture, and the organic layer was dried over Na2SO4 and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain [3-({[tert-butyl(dimethyl)silyl]oxy}methyl)phenyl][2-(morpholin-4-yl)pyrimidin-5-yl]methanol (914 mg).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08716470B2
출처 데이터셋	uspto-grants-2014_05
ORD ID	ord-d1602688f92f4cfea67bb4f975b75015
출처 메모	uspto-grants-2014_05