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Methanol → methyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

HRID 2170994
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HRID 2170994 반응식
[Cl:1][C:2]1[N:7]=[C:6]2[CH:8]=[C:9]([C:11]([OH:13])=[O:12])[NH:10][C:5]2=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:19]O>>[Cl:1][C:2]1[N:7]=[C:6]2[CH:8]=[C:9]([C:11]([O:13][CH3:19])=[O:12])[NH:10][C:5]2=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 116655855-chloro-1H-pyrrolo(3,2-b)pyridine-2-carboxylic acid

생성물 1

HCID 84677991methyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate수율 59.8%

실험 절차

5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid 11-b (25.20 g, 128.18 mmol) was added to a refluxing mixture of sulfuric acid (20 ml) and methanol (400 ml). The mixture was refluxed overnight. The mixture was then evaporated and a cold NaHCO3 solution was added until basic pH. The precipitate was filtered off and dried, yielding 16.15 g of the desired product (59.8%). m/z=211.17 (M+H)+, Cl pattern.

후처리

  1. temperatureThe mixture was refluxed overnight
  2. customThe mixture was then evaporated
  3. additiona cold NaHCO3 solution was added until basic pH
  4. filtrationThe precipitate was filtered off
  5. customdried

출처 및 근거

ORD 기록
ord-42f1d963ce274f7582acc92a900f9933
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09051317B2

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