2-(4-Methoxy-3-methylphenyl)ethan-1-amine → N1-Ethyl-N1-(3-{2-[2-(4-methoxy-3-methyl-phenyl)-ethylamino]-pyrimidin-4-yl}-benzyl)-propane-1,3-diamine

HRID 14830

반응식

C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][N:11]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]2[CH:26]=[CH:25][N:24]=[C:23](Cl)[N:22]=2)[CH:16]=1)[CH2:12][CH3:13])(C)(C)C.[CH3:29][O:30][C:31]1[CH:36]=[CH:35][C:34]([CH2:37][CH2:38][NH2:39])=[CH:33][C:32]=1[CH3:40]>>[CH2:12]([N:11]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]2[CH:26]=[CH:25][N:24]=[C:23]([NH:39][CH2:38][CH2:37][C:34]3[CH:35]=[CH:36][C:31]([O:30][CH3:29])=[C:32]([CH3:40])[CH:33]=3)[N:22]=2)[CH:16]=1)[CH2:10][CH2:9][CH2:8][NH2:7])[CH3:13]

참가 물질

반응물 2

HCID 64846602-(4-Methoxy-3-methylphenyl)ethan-1-amine

HCID 86603278(3-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-ethyl-amino}-propyl)-carbamic acid tert-butyl ester

생성물 1

HCID 67044735N1-Ethyl-N1-(3-{2-[2-(4-methoxy-3-methyl-phenyl)-ethylamino]-pyrimidin-4-yl}-benzyl)-propane-1,3-diamine

실험 절차

Intermediate 3 was coupled with 2-(4-Methoxy-3-methyl-phenyl)-ethylamine following procedure F. The resulting product was deprotected by procedure G. LC-MS showed the product had the expected M+H+ of 434. 1H NMR (Varian 300 MHz, CD3OD, shifts relative to the solvent peak at 3.3 ppm) δ 8.4 (m, 2H) 8.0 (s, 1H) 7.6-7.8 (m, 2H) 7.47 (d, 1H) 6.82 (d, 1H) 6.67 (m, 2H) 4.5 (s, 2H) 3.81 (s, 3H) 3.4 (m, 4H) 3.28 (m, 4H) 3.03 (t, 2H) 2.68 (t, 2H) 2.16 (m, 2H) 1.4 (t, 3H).

출처 및 근거

ORD 기록: ord-fd5d33d936f34af9836cee9ac761e6a1
출처 데이터셋: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07732444B2

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