4-Pyridineethanamine → N-(3-Amino-propyl)-N-{3-[2-(2-pyridin-4-yl-ethylamino)-pyrimidin-4-yl]-benzyl}-methanesulfonamide

HRID 14712

Reaktionsgleichung

Reaktionsgleichung von HRID 14712
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][N:11]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]2[CH:28]=[CH:27][N:26]=[C:25](Cl)[N:24]=2)[CH:18]=1)[S:12]([CH3:15])(=[O:14])=[O:13])(C)(C)C.[N:31]1[CH:36]=[CH:35][C:34]([CH2:37][CH2:38][NH2:39])=[CH:33][CH:32]=1>>[NH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]2[CH:28]=[CH:27][N:26]=[C:25]([NH:39][CH2:38][CH2:37][C:34]3[CH:35]=[CH:36][N:31]=[CH:32][CH:33]=3)[N:24]=2)[CH:18]=1)[S:12]([CH3:15])(=[O:13])=[O:14]

Komponenten

3

Edukt 2

HCID 832754-PyridineethanamineHCID 86603242(3-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-methanesulfonyl-amino}-propyl)-carbamic acid tert-butyl ester

Produkt 1

HCID 58603593N-(3-Amino-propyl)-N-{3-[2-(2-pyridin-4-yl-ethylamino)-pyrimidin-4-yl]-benzyl}-methanesulfonamide

Versuchsvorschrift

Intermediate 4 was coupled with 2-pyridin-4-yl-ethylamine following procedure F and the resulting product deprotected following procedure G. LC-MS showed the product had the expected M+H+ of 441. 1H NMR (Varian 300 MHz, CDCl3—CD3OD, shifts relative to the solvent peak at 7.24 ppm) δ 8.6 (m, 2H) 8.3 (m, 1H) 8.1 (m, 3H) 7.9 (m, 1H) 7.6 (m, 1H) 7.5 (m, 1H) 7.3 (m, 1H) 4.4 (m, 2H) 4.0 (m, 2H) 3.3 (m, 2H) 2.9 (m, 4H) 1.8 (m, 2H).

Quellen und Nachweise

ORD-Eintrag
ord-56915bf1ab1a43f3b3dbf5ad8cf5afae
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732444B2

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