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

HRID 628443노트

반응식

HRID 628443 반응식
[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

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 118159515HCID 118159515, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-40eae511440941418ee7d59ca31acc13
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309246B2

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