Methyl 3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)-4-nitrobenzoate → Methyl 4-amino-3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)benzoate

HRID 1521685

반응식

HRID 1521685 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][NH:12][C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][C:22]=1[N+:23]([O-])=O)[C:16]([O:18][CH3:19])=[O:17])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[NH2:23][C:22]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][C:13]=1[NH:12][CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7]

참가 물질

4

반응물 1

HCID 67235341Methyl 3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)-4-nitrobenzoate

생성물 1

HCID 11962077Methyl 4-amino-3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)benzoate수율 80%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A stirred suspension of methyl 3-({3-[(tert-butoxycarbonyl)amino]propyl}amino)-4-nitrobenzoate (6.5 g, 18.4 mmol) in ethyl acetate (500 mL) is hydrogenated over 10% palladium on carbon (2.6 g) under balloon pressure for 4 h. The catalyst is removed by filtration through Celite, washing well with ethyl acetate. The solvent is evaporated to afford the title compound (4.72 g, 80%) as a white solid. LCMS (Method T) 1.39 min, 324.70 (MH+).

후처리

  1. customThe catalyst is removed by filtration through Celite
  2. washwashing well with ethyl acetate
  3. customThe solvent is evaporated

출처 및 근거

ORD 기록
ord-643ca5a2ebb147999dd8196d19ffdd6f
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073926B2

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