Hydrochloric Acid → 5-chloro-1H-pyrrolo(3,2-b)pyridine-2-carboxylic acid

HRID 628350노트

반응식

HRID 628350 반응식
[Cl:1][C:2]1[N:7]=[C:6]2[CH:8]=[C:9]([C:20]([O:22]CC)=[O:21])[N:10](S(C3C=CC=CC=3)(=O)=O)[C:5]2=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]2[CH:8]=[C:9]([C:20]([OH:22])=[O:21])[NH:10][C:5]2=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53816579Ethyl 1-(benzenesulfonyl)-5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

생성물 1

HCID 116655855-chloro-1H-pyrrolo(3,2-b)pyridine-2-carboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of ethyl 5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate (2.50 g, 6.85 mmol, prepared as in Example 82, Step 1) in THF (20 mL) was added 1.0 M NaOH (20 mL, 20 mmol) and the reaction was stirred overnight. Concentrated HCl was added to acidify (to pH ˜2). The product was extracted with ethyl acetate. The combined extracts were dried over sodium sulfate, filtered and concentrated to afford a white solid. The yield was close to theoretical and the product was used without further purification.

후처리

  1. extractionThe product was extracted with ethyl acetate
  2. dry with materialThe combined extracts were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto afford a white solid
  6. customThe yield was close to theoretical and the product
  7. customwas used without further purification

출처 및 근거

ORD 기록
ord-335333998bf7495bbc0b284d02234e53
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309246B2

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