Diisopropylethylamine → N-(2-t-Butoxycarbonylaminophenyl)-6-hydroxymethylpyridine-3-carboxylic acid amide

https://huagongshe.com/ko/reaction/905650

참여 물질

역할	이름	HCID	투입량
반응물	Diisopropylethylamine	HCID 81531	—
반응물	N-(tert-Butoxycarbonyl)-1,2-phenylenediamine	HCID 676311	—
반응물	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
반응물	6-(Hydroxymethyl)pyridine-3-carboxylic acid	HCID 14722130	—
용매	Water	HCID 962	—
용매	Dimethylformamide	HCID 6228	—
생성물	N-(2-t-Butoxycarbonylaminophenyl)-6-hydroxymethylpyridine-3-carboxylic acid amide	HCID 59225157	67%

반응 단계

2-Aminophenyl carbamic acid t-butyl ester (Reference Compound No. 1-1, 0.60 g, 2.9 mmol), N,N-diisopropylethylamine (1.5 mL, 8.6 mmol), and HATU (1.1 g, 2.9 mmol) were added to a suspension of 6-hydroxymethylpyridine-3-carboxylic acid (Reference Compound No. 10-1) in DMF (10 mL), and then the reaction mixture was stirred at room temperature for 2 hours. Water (200 mL) was added thereto, the whole was extracted with ethyl acetate (100 mL, 50 mL), and then the organic layer was washed with brine (100 mL) twice. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give 0.66 g of the title reference compound as a brown oil. (Yield 67% in 2 steps)

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08012972B2
출처 데이터셋	uspto-grants-2011_09
ORD ID	ord-507c104362d54aae8ff4f70b63a6d2b5
출처 메모	uspto-grants-2011_09