Diisopropylethylamine → 2-(4-(2-methylpyridin-4-yl)phenyl)-N-(5-phenylpyridin-2-yl)acetamide

참여 물질

역할	이름	HCID	투입량
반응물	Diisopropylethylamine	HCID 81531	—
반응물	5-Phenyl-2-pyridinamine	HCID 105097	—
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	[4-(2-Methyl-pyridin-4-yl)-phenyl]-acetic acid	HCID 58447644	—
용매	Dimethylformamide	HCID 6228	—
생성물	2-(4-(2-methylpyridin-4-yl)phenyl)-N-(5-phenylpyridin-2-yl)acetamide	HCID 46927726	—

반응 단계

A mixture of 2-(4-(2-methylpyridin-4-yl)phenyl)acetic acid 26-3 (50 mg, 0.2 mmol), 5-phenylpyridin-2-amine (41 mg, 0.24 mmol) and O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluroniumhexafluorophosphate (HATU) (114 mg, 0.3 mmol) in 1.5 mL DMF was added N,N-diisopropylethylamine (DIEA, 104 μL, 0.6 mmol) at room temperature. The mixture was stirred at room temperature for 2 hours. The solvent was removed by rotary evaporation. The crude product was purified by reverse phase HPLC to give 2-(4-(2-methylpyridin-4-yl)phenyl)-N-(5-phenylpyridin-2-yl)acetamide 26 as white solid. MS m/z 380.17 (M+1); 1H NMR 400 MHz (DMSO-d6) δ 10.84(s, 1H), 8.60(d, 1H, J=2.4 Hz), 8.42(d, 1H, J=6.4 Hz), 8.10(d, 1H, J=8.8 Hz), 8.04(dd, 1H, J1=8.8 Hz, J2=2.4 Hz), 7.70(m, 2H), 7.65(m, 2H), 7.51(m, 1H), 7.44(m, 5H), 7.33(m, 1H), 3.76(s, 2H), 2.46(s, 3H).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US09238646B2
출처 데이터셋	uspto-grants-2016_01
ORD ID	ord-5d196704e5e04104ad2e856a3d8c3420
출처 메모	uspto-grants-2016_01