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1-Methylpiperazine → N-methyl-6-(4-methyl-piperazin-1-yl)-4-o-tolyl-nicotinamide

HRID 379412
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HRID 379412 반응식
Cl[C:2]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])[C:5]([C:6]([NH:8][CH3:9])=[O:7])=[CH:4][N:3]=1.[CH3:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>[OH-].[Na+]>[CH3:9][NH:8][C:6](=[O:7])[C:5]1[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[CH:11][C:2]([N:23]2[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]2)=[N:3][CH:4]=1
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참가 물질

4

반응물 2

HCID 531671-MethylpiperazineHCID 121673126-chloro-N-methyl-4-o-tolyl-nicotinamide

생성물 1

HCID 15481065N-methyl-6-(4-methyl-piperazin-1-yl)-4-o-tolyl-nicotinamide수율 83.7%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

A solution of 3.2 g (12.2 mmol) 6-chloro-N-methyl-4-o-tolyl-nicotinamide in 6.7 ml (60.3 mmol) 1-methylpiperazine was stirred at 100° C. for 2.5 h. The reaction mixture was cooled to r.t., treated with 10 ml 0.1N NaOH and extracted. The aqueous phase was separated and extracted twice with THF and the organic phases were washed twice with brine. The combined organic phases were dried over Na2SO4, the solvent was removed under reduced pressure and the residue purified by chromatography over silica gel (CH2Cl2: MeOH=99:1) to yield 3.3 g (83.7%) product as beige foam.

후처리

  1. extractionextracted
  2. customThe aqueous phase was separated
  3. extractionextracted twice with THF
  4. washthe organic phases were washed twice with brine
  5. dry with materialThe combined organic phases were dried over Na2SO4
  6. customthe solvent was removed under reduced pressure
  7. customthe residue purified by chromatography over silica gel (CH2Cl2: MeOH=99:1)

출처 및 근거

ORD 기록
ord-eefe8b99b07941b6a93ec93469bdf05b
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06297375B1

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