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 2189810노트

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HRID 2189810 반응식
[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]

참가 물질

4

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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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5f18fe91305b4efc9af557a410e3144f
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324254B2

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