Ammonium Hydroxide → 2-(2-fluoro-5-((5-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-imidazol-2-yl)methyl)phenoxy)acetamide

HRID 1958665

反応式

HRID 1958665 の反応式
[F:1][C:2]1[CH:13]=[CH:12][C:11]([CH2:14][C:15]2[NH:16][C:17]([C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([CH3:36])[N:31]=3)=[C:18]([C:20]3[CH:21]=[C:22]4[C:27](=[CH:28][CH:29]=3)[N:26]=[CH:25][CH:24]=[CH:23]4)[N:19]=2)=[CH:10][C:3]=1[O:4][CH2:5][C:6](OC)=[O:7].[NH4+:37].[OH-]>O>[F:1][C:2]1[CH:13]=[CH:12][C:11]([CH2:14][C:15]2[NH:16][C:17]([C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([CH3:36])[N:31]=3)=[C:18]([C:20]3[CH:21]=[C:22]4[C:27](=[CH:28][CH:29]=3)[N:26]=[CH:25][CH:24]=[CH:23]4)[N:19]=2)=[CH:10][C:3]=1[O:4][CH2:5][C:6]([NH2:37])=[O:7]

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 44546005methyl 2-(2-fluoro-5-((5-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-imidazol-2-yl)methyl)phenoxy)acetate

生成物 1

HCID 445460692-(2-fluoro-5-((5-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-imidazol-2-yl)methyl)phenoxy)acetamide収率 86%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Methyl 2-(2-fluoro-5-((5-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-imidazol-2-yl)methyl)phenoxy)acetate (Example 93) (32.5 mg, 0.067 mmol) was treated with aqueous NH4OH (28-30%, 1 mL). The suspension was stirred at room temperature. After 2 hours, the reaction mixture was diluted with H2O (3 mL) and stirred for 30 min. The precipitate was filtered, washed with water, and dried under vacuum for overnight to afford the title compound (26.8 mg, 86%). (300 MHz, CDCl3) δ 2.49 (3H, s), 4.15 (2H, s), 4.51 (2H, s), 5.80 (N—H, 1H, bs), 6.71 (N—H, 1H, bs), 6.63-7.06 (4H, m), 7.25-7.28 (1H, m), 7.37-7.44 (2H, m), 7.94 (1H, dd), 8.10 (1H, d), 8.16-8.18 (2H, m), 8.91 (1H, dd), 11.00 (1H, bs). MS (ESI) m/z 468 (MH+).

後処理

  1. stirringstirred for 30 min
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried under vacuum for overnight

出典と根拠

ORDレコード
ord-1c87552265bd45babc5758d133ae2e6a
出典データセット
uspto-grants-2013_04
特許番号
US08410146B2

関連ノート

読み込み中…