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Trifluoroacetic acid → 5-Methyl-6-(piperazin-1-yl)nicotinonitrile

HRID 2411235
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반응식

HRID 2411235 반응식
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([CH3:20])=[CH:18][C:17]([C:21]#[N:22])=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:20][C:19]1[C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[N:15][CH:16]=[C:17]([CH:18]=1)[C:21]#[N:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 66838837Tert-butyl 4-(5-cyano-3-methylpyridin-2-yl)piperazine-1-carboxylate

생성물 1

HCID 673812745-Methyl-6-(piperazin-1-yl)nicotinonitrile수율 65.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-(5-Cyano-3-methylpyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (2.45 g) described in Preparation Example 102 was dissolved in dichloromethane (15 mL), trifluoroacetic acid (5 mL) was added, and the mixture was stirred at room temperature for 6 hr. The solvent was evaporated from the reaction mixture, aqueous potassium carbonate solution was added, and the mixture was extracted with chloroform. The solvent was evaporated from the organic layer, the obtained residue was purified by NH-coated silica gel silica gel column chromatography (hexane:ethyl acetate) to give the title compound (1.07 g).

후처리

  1. customThe solvent was evaporated from the reaction mixture, aqueous potassium carbonate solution
  2. additionwas added
  3. extractionthe mixture was extracted with chloroform
  4. customThe solvent was evaporated from the organic layer
  5. customthe obtained residue was purified by NH-coated silica gel silica gel column chromatography (hexane:ethyl acetate)

출처 및 근거

ORD 기록
ord-298508514bce4dc5a76a5cde757382a4
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08816079B2

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