Water → 2-(2-fluoro-5-((5-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-imidazol-2-yl)methyl)phenoxy)acetic acid

HRID 1958666

반응식

HRID 1958666 반응식
[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]([O:8]C)=[O:7].[OH-].[Na+].O>C(O)(=O)C>[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]([OH:8])=[O:7]

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 44546005methyl 2-(2-fluoro-5-((5-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-imidazol-2-yl)methyl)phenoxy)acetate

생성물 1

HCID 445460702-(2-fluoro-5-((5-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-imidazol-2-yl)methyl)phenoxy)acetic acid수율 93%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a stirred solution of methyl 2-(2-fluoro-5-((5-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-imidazol-2-yl)methyl)phenoxy)acetate (Example 93) (47.5 mg, 0.098 mmol) was added aqueous NaOH solution (6 mg, 0.148 mmol, H2O (0.3 mL)). The reaction mixture was stirred for 1 hour, then diluted H2O (3 mL), and neutralized by addition of acetic acid to pH 7. The precipitate was filtered, washed with water, and dried under vacuum for overnight to afford the title compound (42.6 mg, 93%). (300 MHz, CDCl3+CD3OD) δ 2.57 (3H, s), 4.04 (N—H, 1H, bs), 4.75 (N—H, 1H, bs), 6.86 (1H, bs), 7.11 (2H, d), 7.23 (1H, d), 7.46-7.53 (2H, m), 7.85 (1H, dd), 8.05 (1H, d), 8.20 (1H, bs), 8.25 (1H, d), 8.87 (1H, dd). MS (EST) m/z 469 (MH+).

후처리

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

출처 및 근거

ORD 기록
ord-8ba84568e0854435b571850d1872449c
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410146B2

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