Epinine → N-(3-Amino-propyl)-N-[3-(2-{[2-(3,4-dihydroxy-phenyl)-ethyl]-methyl-amino}-pyrimidin-4-yl)-benzyl]-methanesulfonamide

HRID 2386305

反応式

HRID 2386305 の反応式
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.[CH3:31][NH:32][CH2:33][CH2:34][C:35]1[CH:36]=[C:37]([OH:42])[C:38]([OH:41])=[CH:39][CH:40]=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]([N:32]([CH2:33][CH2:34][C:35]3[CH:40]=[CH:39][C:38]([OH:41])=[C:37]([OH:42])[CH:36]=3)[CH3:31])[N:24]=2)[CH:18]=1)[S:12]([CH3:15])(=[O:13])=[O:14]

参加物

3

反応物 2

HCID 4382EpinineHCID 86603242(3-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-methanesulfonyl-amino}-propyl)-carbamic acid tert-butyl ester

生成物 1

HCID 59341061N-(3-Amino-propyl)-N-[3-(2-{[2-(3,4-dihydroxy-phenyl)-ethyl]-methyl-amino}-pyrimidin-4-yl)-benzyl]-methanesulfonamide

実験手順

Intermediate 4 from above was coupled with 4-(2-Methylamino-ethyl)-benzene-1,2-diol following procedure F and the resulting product deprotected following procedure G. LC-MS showed the product had the expected M+H+ of 486. 1H NMR (Varian 300 MHz, CDCl3-CD3OD, shifts relative to the solvent peak at 7.24 ppm) δ 8.2 (m, 2H) 8.0 (m, 2H) 7.6 (d, 1H) 7.5 (m, 1H) 6.6 (m, 1H) 6.4 (m, 2H) 4.4 (s, 2H) 4.0 (m, 2H) 3.2 (m, 5H) 2.9 (s, 3H) 2.8 (m, 4H) 1.7 (m, 2H).

出典と根拠

ORDレコード
ord-df5d69c561a44631bb762f5e7dcdd500
出典データセット
uspto-grants-2012_09
特許番号
US08268822B2

関連ノート

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