5-[1-(Methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine → 3-Amino-5-[1-(methylsulfonyl)-4-piperidyloxy]imidazo[1,2-a]pyridine

HRID 5476노트

반응식

HRID 5476 반응식
[CH3:1][S:2]([N:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[N:17]3[C:18]([N+:21]([O-])=O)=[CH:19][N:20]=[C:16]3[CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)(=[O:4])=[O:3]>C(Cl)Cl.[H][H].[C].[Pd]>[NH2:21][C:18]1[N:17]2[C:12]([O:11][CH:8]3[CH2:9][CH2:10][N:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:6][CH2:7]3)=[CH:13][CH:14]=[CH:15][C:16]2=[N:20][CH:19]=1

참가 물질

5

반응물 1

HCID 233629815-[1-(Methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine

생성물 1

HCID 233629073-Amino-5-[1-(methylsulfonyl)-4-piperidyloxy]imidazo[1,2-a]pyridine수율 132.6%

시약·촉매·용매 3

HCID 178418390HCID 178418390, 화합물촉매HCID 6344Dichloromethane용매HCID 178418361HCID 178418361, 화합물용매

실험 절차

To a solution of 5-[1-(methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine (70 mg, 0.226 mmole) in methylene chloride (10 ml) was added 10% palladium-carbon (50 ml) and the mixture was stirred in hydrogen atmosphere at room temperature for 1.5 hours. After the reaction mixture was treated with Cellite, the solvent was distilled off. To the residue was added chloroform, which was washed in turn with an aqueous saturated sodium bicarbonate solution and water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography [eluent: chloroform/methanol (15:1)] to obtain 93 mg of the desired product (30.0%, brown oily product).

후처리

  1. additionAfter the reaction mixture was treated with Cellite
  2. distillationthe solvent was distilled off
  3. additionTo the residue was added chloroform, which
  4. washwas washed in turn with an aqueous saturated sodium bicarbonate solution and water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationAfter the solvent was distilled off
  7. customthe residue was purified by column chromatography [eluent: chloroform/methanol (15:1)]

출처 및 근거

ORD 기록
ord-dc4408c63f6448a4b162d610549368c0
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244908

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