Chloroform → 7-Methyl-5-nitro-1H-indole

HRID 380598노트

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HRID 380598 반응식
Br[C:2]1[CH:3]=[C:4]([N+:11]([O-:13])=[O:12])[CH:5]=[C:6]2[C:10]=1[NH:9][CH2:8][CH2:7]2.[CH3:14][Sn](C)(C)C.C(Cl)(Cl)Cl>CN(C=O)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:14][C:2]1[CH:3]=[C:4]([N+:11]([O-:13])=[O:12])[CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[CH:7]2

참가 물질

6

반응물 3

HCID 6212ChloroformHCID 11661TetramethyltinHCID 3234907-Bromo-5-nitroindoline

생성물 1

HCID 154534667-Methyl-5-nitro-1H-indole수율 74.1%

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 6228Dimethylformamide용매

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온도
140 °C

실험 절차

To a solution of 7-bromo-5-nitroindoline (0.65 g, 2.7 mmol) in 10 mL of DMF were added tetramethyltin (1.0 mL, 7.3 mmol) and bis(triphenylphosphine)palladium(II) chloride (0.10 g) in a portion and resulting mixture was stirred in sealed tube for 12 h at 140° C. The reaction mixture was concentrated in vacuo, providing a dark oily residue which was subjected to column chromatography (CHCl3, neat) to yield 0.35 g (2.0 mmol, 74%) of the desired product.

후처리

  1. customresulting mixture
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customproviding a dark oily residue which

출처 및 근거

ORD 기록
ord-d3c92ce3058a460a9b59203bbd223240
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06303643B1

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