Potassium Carbonate → HCID 178517846, 화합물

HRID 968437

반응식

HRID 968437 반응식
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][C:2]1=[O:7].[N+]([O-])([O-])=O.[Ce+4].[NH4+:13].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.C(=O)([O-])[O-].[K+].[K+].C(O[CH2:40][CH3:41])(=O)C.CO.[CH2:44]([NH:46][CH2:47]C)C>O.C(#N)C>[NH:46]1[CH:47]=[C:40]([CH2:41][C@@H:3]2[O:4][CH2:5][CH2:6][NH:1][C:2]2=[O:7])[N:13]=[CH:44]1

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 669533-MorpholinoneHCID 9869224Ammonium cerium (IV) nitrateHCID 22289840Ethyl acetate methanol diethylamine

생성물 1

HCID 178517846HCID 178517846, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

반응 조건

온도
40 °C

실험 절차

A mixture of the protected morpholinone of Preparation 53 (500 mg, 1.66 mmol), and ammonium cerium (IV) nitrate (2.5 g, 4.5 mmol) in water (6 ml) and acetonitrile (6 ml) was stirred at 40° C. for 18 hours. Potassium carbonate (1.5 g) was added and the mixture was stirred for 10 minutes then adsorbed onto silica gel. The product was isolated by column chromatography on silica gel using ethyl acetate:methanol:diethylamine (96:2:2 to 80:10:10) and was further purified by column chromatography on silica gel using dichloromethane:methanol (90:10 to 85:15) to afford the title compound, 240 mg. 1H-NMR (CD3OD, 400 MHz) δ: 3.02-3.42 (m, 4H), 3.78 (m, 1H0, 4.00 (m, 1H), 4.38 (m, 1H), 6.75 (s, 1H), 7.78 (s, 1H). HRMS: m/z (ES+) 182.0924 [MH+]

후처리

  1. stirringthe mixture was stirred for 10 minutes
  2. customThe product was isolated by column chromatography on silica gel
  3. customwas further purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-f07fff6300404df58f97c65d192a3edb
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06958402B2

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