Sodium Hydroxide → 5-Chloro-1H-pyrrolo[3,2-b]pyridine-2-carbonitrile

HRID 628443ノート

反応式

HRID 628443 の反応式
[Cl:1][C:2]1[N:7]=[C:6]2[CH:8]=[C:9]([C:20]#[N:21])[N:10](S(C3C=CC=CC=3)(=O)=O)[C:5]2=[CH:4][CH:3]=1.[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]2[CH:8]=[C:9]([C:20]#[N:21])[NH:10][C:5]2=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 118159515HCID 118159515、化合物

生成物 1

HCID 918259655-Chloro-1H-pyrrolo[3,2-b]pyridine-2-carbonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5-Chloro-1-(phenylsulfonyl)-1H-pyrrolo[3,2-b]pyridine-2-carbonitrile (0.50 g, 1.6 mmol, from Step 1) in THF (10. mL) was treated with 1.0 M NaOH (10. mL, 10. mmol) until removal of phenylsulfonyl protecting group was complete as determined by LCMS. The reaction mixture was extracted with three portions of EtOAc. The combined organic extracts were dried over sodium sulfate, filtered and concentrated until solid product precipitated. The solid was collected via filtration and triturated with EtOAc. Yield: (0.21 g, 75%).

後処理

  1. extractionThe reaction mixture was extracted with three portions of EtOAc
  2. dry with materialThe combined organic extracts were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated until solid product
  5. customprecipitated
  6. filtrationThe solid was collected via filtration
  7. customtriturated with EtOAc

出典と根拠

ORDレコード
ord-40eae511440941418ee7d59ca31acc13
出典データセット
uspto-grants-2016_04
特許番号
US09309246B2

反応ノート

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