Formaldehyde → N-(4-Benzyloxy-benzyl)-6-(ethoxymethyl-amino)-nicotinamide

HRID 2079967노트

반응식

HRID 2079967 반응식
[NH2:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:12][CH:11]=2)=[O:7])=[CH:4][N:3]=1.C=O.O.[C:29]([O:32][CH2:33]C)(=O)[CH3:30]>C(O)C>[CH2:17]([O:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][NH:8][C:6](=[O:7])[C:5]2[CH:24]=[CH:25][C:2]([NH:1][CH2:33][O:32][CH2:29][CH3:30])=[N:3][CH:4]=2)=[CH:11][CH:12]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

참가 물질

6

반응물 4

HCID 712FormaldehydeHCID 962WaterHCID 8857Ethyl AcetateHCID 231305886-amino-N-(4-benzyloxy-benzyl)-nicotinamide

생성물 1

HCID 23130644N-(4-Benzyloxy-benzyl)-6-(ethoxymethyl-amino)-nicotinamide수율 40%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of the resulting 6-amino-N-(4-benzyloxy-benzyl)-nicotinamide (200 mg, 0.556 mmol) in ethanol (10 mL) were added 5,5-dimethylimidazophospho-2,4-dione (85 mg, 0.66 mmol) and 37% formaldehyde aqueous solution (1 mL), and the solution was stirred for 1 hour under reflux. Water and ethyl acetate were added to the reaction solution, which was then partitioned, and the organic layer was washed twice. NH silica gel was added to the organic layer, the solvent was evaporated in vacuo for adsorption, purification was carried out by NH silica gel column chromatography (ethyl acetate), and the title compound (95 mg, 0.243 mmol, 40%) was obtained as a white solid.

후처리

  1. temperatureunder reflux
  2. customwas then partitioned
  3. washthe organic layer was washed twice
  4. additionNH silica gel was added to the organic layer
  5. customthe solvent was evaporated in vacuo for adsorption, purification

출처 및 근거

ORD 기록
ord-4ec199a9154a49beb42858092c722d04
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932272B2

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