1,3-Oxazol-4-ylmethanamine → 4-methyl-N-(oxazol-4-ylmethyl)-2-(2-oxo-3-(4,4,4-trifluorobutyl)imidazolidin-1-yl)thiazole-5-carboxamide

HRID 554984ノート

反応式

HRID 554984 の反応式
FC1C=C(CN)C=NC=1.[O:10]1[CH:14]=[C:13]([CH2:15][NH2:16])[N:12]=[CH:11]1.[CH3:17][C:18]1[N:19]=[C:20]([N:26]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][C:34]([F:37])([F:36])[F:35])[C:27]2=[O:38])[S:21][C:22]=1[C:23](O)=[O:24]>>[CH3:17][C:18]1[N:19]=[C:20]([N:26]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][C:34]([F:35])([F:36])[F:37])[C:27]2=[O:38])[S:21][C:22]=1[C:23]([NH:16][CH2:15][C:13]1[N:12]=[CH:11][O:10][CH:14]=1)=[O:24]

参加物

4

反応物 3

HCID 230556901,3-Oxazol-4-ylmethanamineHCID 45116207(5-Fluoropyridin-3-yl)methanamineHCID 579198994-Methyl-2-(2-oxo-3-(4,4,4-trifluorobutyl)imidazolidin-1-yl)thiazole-5-carboxylic acid

生成物 1

HCID 579198344-methyl-N-(oxazol-4-ylmethyl)-2-(2-oxo-3-(4,4,4-trifluorobutyl)imidazolidin-1-yl)thiazole-5-carboxamide収率 48%

実験手順

Following the procedure as describe in Example 12, making variations as required to replace (5-fluoropyridin-3-yl)methanamine with oxazol-4-ylmethanamine to react with 4-methyl-2-(2-oxo-3-(4,4,4-trifluorobutyl)imidazolidin-1-yl)thiazole-5-carboxylic acid in place of 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid, the title compound was obtained as a colorless solid in 48% yield: 1H NMR (300 MHz, CDCl3) δ 7.86 (s, 1H), 7.65 (s, 1H), 6.16-6.12 (m, 1H), 4.51 (d, J=5.4 Hz, 2H), 4.15-4.10 (m, 2H), 3.63-3.57 (m, 2H), 3.43-3.38 (m, 2H), 2.60 (s, 3H), 2.20-2.11 (m, 2H), 1.91-1.83 (m, 2H); 13C NMR (75 MHz, CDCl3) δ162.4, 157.3, 155.5, 152.8, 151.3, 151.2, 135.9, 135.8, 128.6, 124.9, 117.5, 42.9, 42.3, 41.9, 35.5, 31.7, 31.3, 30.9, 30.5, 20.2, 20.1, 17.2; MS (ES+) m/z 417.7 (M+1).

出典と根拠

ORDレコード
ord-f0c33afaa4c248789c52727c7423af96
出典データセット
uspto-grants-2011_11
特許番号
US08049016B2

反応ノート

読み込み中…