Diisopropylethylamine → 4-{3-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido)-butyric acid ethyl ester

HRID 2247380

反応式

HRID 2247380 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:12]2[S:16][C:15]([NH2:17])=[N:14][C:13]=2[CH3:18])[CH:5]=[CH:6][C:7]=1[S:8]([CH3:11])(=[O:10])=[O:9].CCN(C(C)C)C(C)C.[CH2:28]([O:30][C:31](=[O:38])[CH2:32][CH2:33][CH2:34][N:35]=[C:36]=[O:37])[CH3:29]>C(Cl)Cl>[CH2:28]([O:30][C:31](=[O:38])[CH2:32][CH2:33][CH2:34][NH:35][C:36]([NH:17][C:15]1[S:16][C:12]([C:4]2[CH:5]=[CH:6][C:7]([S:8]([CH3:11])(=[O:9])=[O:10])=[C:2]([F:1])[CH:3]=2)=[C:13]([CH3:18])[N:14]=1)=[O:37])[CH3:29]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 3445674Ethyl 4-isocyanatobutyrateHCID 573512775-(3-Fluoro-4-(methylsulfonyl)phenyl)-4-methylthiazol-2-amine

生成物 1

HCID 865984314-{3-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido)-butyric acid ethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine (Example 72), (0.1 g, 0.31 mmol) DIPEA (0.039 ml, 0.34 mmol), ethyl-4-isocyanatobutyrate (0.046 ml, 0.31 mmol) in DCM (2 ml) are heated together at reflux overnight. The reaction mixture is diluted with DCM (20 ml) and washed with 1M hydrochloric acid (15 ml), water (2×15 ml), brine (15 ml), dried over MgSO4, filtered and concentrated in vacuo to yield the titled compound as an off white solid.

後処理

  1. temperatureat reflux overnight
  2. washwashed with 1M hydrochloric acid (15 ml), water (2×15 ml), brine (15 ml)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-704a95a01a334b7eb2d6fbfa17200dbb
出典データセット
uspto-grants-2010_03
特許番号
US07687637B2

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