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

HRID 554985ノート

反応式

HRID 554985 の反応式
FC1C=C(CN)C=NC=1.[O:10]1[CH:14]=[CH:13][N:12]=[C:11]1[CH2:15][NH2:16].[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:11]1[O:10][CH:14]=[CH:13][N:12]=1)=[O:24]

参加物

4

反応物 3

HCID 18947655Oxazol-2-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 579197784-methyl-N-(oxazol-2-ylmethyl)-2-(2-oxo-3-(4,4,4-trifluorobutyl)imidazolidin-1-yl)thiazole-5-carboxamide収率 58%

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-2-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 58% yield: 1H NMR (300 MHz, CDCl3) δ 7.63 (s, 1H), 7.07 (s, 1H), 6.34-6.37 (m, 1H), 4.70 (d, J=5.3 Hz, 2H), 4.16-4.11 (m, 2H), 3.64-3.58 (m, 2H), 3.43-3.39 (m, 2H), 2.63 (s, 3H), 2.21-2.08 (m, 2H), 1.91-1.81 (m, 2H); 13C NMR (75 MHz, CDCl3) δ 162.4, 160.6, 157.6, 155.6, 153.4, 139.2, 127.2, 117.2, 42.9, 42.3, 42.0, 37.2, 31.7, 31.3, 30.9, 30.6, 20.2, 17.3; MS (ES+) m/z 417.7 (M+1).

出典と根拠

ORDレコード
ord-3ff7943284464ee591b5afd2da984b04
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…