Sodium Hydroxide → Sodium 3-[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

HRID 2189810ノート

反応式

HRID 2189810 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:19]=[C:20]4[C:24](=[CH:25][CH:26]=3)[N:23]([CH2:27][CH2:28][C:29]([O:31]CC)=[O:30])[N:22]=[CH:21]4)[N:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11])#[N:2].[OH-].[Na+:35]>C(O)C>[C:1]([C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:19]=[C:20]4[C:24](=[CH:25][CH:26]=3)[N:23]([CH2:27][CH2:28][C:29]([O-:31])=[O:30])[N:22]=[CH:21]4)[N:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11])#[N:2].[Na+:35]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 59316802Ethyl 3-[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

生成物 1

HCID 67018092Sodium 3-[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

Ethyl 3-[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]propanoate (D58) (99 mg, 0.22 mmol) was dissolved in ethanol (2 ml) and 2M aq NaOH (0.55 ml) was added. The reaction was heated at 80° C. for 30 minutes and the reagents dissolved. The reaction mixture was cooled to room temperature and then left overnight. The resultant precipitate was filtered, washed with water and then ether, dried by heating in vacuo to afford the title compound (29.1 mg). δH (methanol-d4, 400 MHz) 1.46 (6H, d), 2.78, (2H, t), 4.71 (2H, t), 4.88-5.00 (estimate 1H [partially overlapping water peak], m). 7.43 (1H, d), 7.83 (1H, d), 8.10-8.17 (2H, m), 8.37-8.49 (2H, m), 8.56 (1H, s), MS (ES): C22H19N5O4 requires 417; found (MH+) 418.

後処理

  1. dissolutionthe reagents dissolved
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationThe resultant precipitate was filtered
  4. washwashed with water
  5. dry with materialether, dried
  6. temperatureby heating in vacuo

出典と根拠

ORDレコード
ord-5f18fe91305b4efc9af557a410e3144f
出典データセット
uspto-grants-2012_12
特許番号
US08324254B2

反応ノート

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