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Water → HCID 118558060, 화합물

HRID 2207237
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HRID 2207237 반응식
[Br-].[C:2]([C:5]1[CH:6]=[N+:7]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)[CH:8]=[CH:9][C:10]=1[CH2:11][CH:12]1[CH2:21][CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH3:23])[CH:18]=2)[C:13]1=[O:24])(=[O:4])[CH3:3].C(NC(=O)C1CC=CNC=1)C1C=CC=CC=1.O>ClCCl>[C:2]([C:5]1[CH:10]([CH2:11][CH:12]2[CH2:21][CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH3:23])[CH:18]=3)[C:13]2=[O:24])[CH:9]=[CH:8][N:7]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)[CH:6]=1)(=[O:4])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 15042636N-Benzyl-1,4-dihydropyridine-3-carboxamideHCID 118557818HCID 118557818, 화합물

생성물 1

HCID 118558060HCID 118558060, 화합물수율 44.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of pyridinium salt 131 (75 mg, 0.15 mmol) in dry and degassed dichloromethane (2.5 mL) was added at once N-benzyl-1,4-dihydronicotinamide (BNAH) (32 mg, 1 equiv) at 25° C. under Argon. The reaction was monitored by TLC until the starting material has disappeared (48 h). Then, water and dichloromethane were added. The organic layer was washed twice with water and once with brine, dried over magnesium sulfate and concentrated to dryness. The crude residue was purified by column chromatography (gradient of EtOAc in petroleum ether) to afford the title compound 153 as a yellow solid (Yield 29 mg, 44%).

후처리

  1. customdegassed dichloromethane (2.5 mL)
  2. custom(48 h)
  3. washThe organic layer was washed twice with water and once with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness
  6. customThe crude residue was purified by column chromatography (gradient of EtOAc in petroleum ether)

출처 및 근거

ORD 기록
ord-6e035ba1cb94453c9b46675763ad062d
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376387B2

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