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Tetrahydrofuran → Ethyl 4-amino-1-methyl-1H-indole-2-carboxylate

HRID 565018
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인쇄 미리보기

반응식

HRID 565018 반응식
O1CCCC1.[CH3:6][N:7]1[C:15]2[C:10](=[C:11]([N+:16]([O-])=O)[CH:12]=[CH:13][CH:14]=2)[CH:9]=[C:8]1[C:19]([O:21][CH2:22][CH3:23])=[O:20]>[Pd].CO>[NH2:16][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:10]=1[CH:9]=[C:8]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:7]2[CH3:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 8028TetrahydrofuranHCID 13401551HCID 13401551, 화합물

생성물 1

HCID 13401554Ethyl 4-amino-1-methyl-1H-indole-2-carboxylate수율 99.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

In a solvent mixture of 50 ml of tetrahydrofuran and 50 ml of methanol was dissolved 1.37 g (5.52 mmol) of ethyl 1-methyl-4-nitro-2-indolecarboxylate. Thereafter 0.30 g of 10% palladium/carbon was added to the solution and catalytic hydrogenation was then conducted at ambient temperature under normal pressure. After completion of the reaction, the catalyst was filtered off and the filtrate was then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 1.2 g (>99%) of ethyl 4-amino-1-methyl-2-indolecarboxylate.

후처리

  1. customwas then conducted at ambient temperature under normal pressure
  2. customAfter completion of the reaction
  3. filtrationthe catalyst was filtered off
  4. concentrationthe filtrate was then concentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-4beba09550b1469db626b8c0dea60c28
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06169107A

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