Sodium Hydroxide → HCID 68995250、化合物

HRID 1727792ノート

反応式

HRID 1727792 の反応式
[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]3[N:14](S(C4C=CC=CC=4)(=O)=O)[C:15]([C:17]4[CH:22]=[CH:21][C:20]([CH2:23][N:24]5[CH2:28][CH2:27][CH2:26][CH2:25]5)=[CH:19][CH:18]=4)=[CH:16][C:9]=23)[C:5]([C:38]2[CH:43]=[CH:42][C:41]([N+:44]([O-])=O)=[CH:40][CH:39]=2)=[N:4]1)[CH3:2].[OH-].[Na+]>C(O)(=O)C.[Zn]>[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]3[NH:14][C:15]([C:17]4[CH:18]=[CH:19][C:20]([CH2:23][N:24]5[CH2:28][CH2:27][CH2:26][CH2:25]5)=[CH:21][CH:22]=4)=[CH:16][C:9]=23)[C:5]([C:38]2[CH:39]=[CH:40][C:41]([NH2:44])=[CH:42][CH:43]=2)=[N:4]1)[CH3:2]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 689982174-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-1-(phenylsulfonyl)-2-[4-(1-pyrrolidinylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridine

生成物 1

HCID 68995250HCID 68995250、化合物

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

反応条件

温度
70 °C

実験手順

To a solution of 4-[1-ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl]-1-(phenylsulfonyl)-2-[4-(1-pyrrolidinylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridine (0.487 mmol) in glacial acetic acid (4 mL) was added zinc powder (3.41 mmol). After 1 h, the reaction was filtered and the zinc residue was rinsed with acetic acid. The filtrate was concentrated under reduced pressure and azeotroped five times with 1:1 methanol/toluene to remove residual acetic acid. The crude aniline was dissolved in methanol, treated with 6N NaOH (1.46 mmol) and heated to 70° C. After 5 h, the reaction mixture was concentrated under reduced pressure and the residue was suspended in cold water and stirred vigorously. The precipitate was collected by filtration and dried to constant weight under high vacuum to give title compound. ESMS [M+H]+: 463.4

後処理

  1. filtrationthe reaction was filtered
  2. washthe zinc residue was rinsed with acetic acid
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customazeotroped five times with 1:1 methanol/toluene
  5. customto remove residual acetic acid
  6. dissolutionThe crude aniline was dissolved in methanol
  7. waitAfter 5 h
  8. concentrationthe reaction mixture was concentrated under reduced pressure
  9. filtrationThe precipitate was collected by filtration
  10. customdried to constant weight under high vacuum

出典と根拠

ORDレコード
ord-b9c7c4f7323746649a8b64a69fb39c20
出典データセット
uspto-grants-2009_02
特許番号
US07495102B2

反応ノート

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