Diisopropylethylamine → N-[(4-aminophenyl)methyl]pyridine-2-carboxamide

참여 물질

역할	이름	HCID	투입량
반응물	Diisopropylethylamine	HCID 81531	—
반응물	4-Aminobenzylamine	HCID 427814	—
반응물	Picolinate	HCID 6920223	—
반응물	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
용매	Dimethylformamide	HCID 6228	—
생성물	N-[(4-aminophenyl)methyl]pyridine-2-carboxamide	HCID 60891447	68.2%

반응 단계

Pyridine-2-carboxylate (Aldrich; 0.35 g, 2.84 mmol), 4-aminobenzylamine (Aldrich; 0.51 g, 4.26 mmol) and HATU (1.65 g, 4.26 mmol) were dissolved in DMF (7.5 ml). N,N-Diisopropylethylamine (1.5 ml, 8.53 mmol) was added and the mixture stirred at room temperature for 2 h. The mixture was absorbed on to an SCX column, washed with methanol and eluted with ammonia in methanol. Product containing fractions were concentrated and the residue purified by normal phase chromatography (2% MeOH/DCM) to give a yellow solid (440 mg). which was suspended in DCM/Et2O and filtered to give the title compound as a pale yellow solid (235 mg, 36%).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07709471B2
출처 데이터셋	uspto-grants-2010_05
ORD ID	ord-5ced0b6da781499e8cfaad59ac1a9933
출처 메모	uspto-grants-2010_05