Water → HCID 178463240, 화합물

HRID 1469156노트

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HRID 1469156 반응식
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([N:15]([CH2:34][CH3:35])[C:16]2[C:17]([CH3:33])=[C:18]([C:29]([O:31][CH3:32])=[O:30])[CH:19]=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=3)[CH:21]=2)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:37][CH2:38][O:39][CH3:40].C([O-])([O-])=O.[Cs+].[Cs+].O>C(#N)C>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([N:15]([CH2:34][CH3:35])[C:16]2[C:17]([CH3:33])=[C:18]([C:29]([O:31][CH3:32])=[O:30])[CH:19]=[C:20]([C:22]3[CH:23]=[CH:24][C:25]([O:28][CH2:37][CH2:38][O:39][CH3:40])=[CH:26][CH:27]=3)[CH:21]=2)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 809722-Bromoethyl methyl etherHCID 178463239HCID 178463239, 화합물

생성물 1

HCID 178463240HCID 178463240, 화합물수율 89.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

To a stirred solution of methyl 5-(((trans)-4-((tert-butoxycarbonyl)amino)cyclohexyl)(ethyl)amino)-4′-hydroxy-4-methyl-[1,1′-biphenyl]-3-carboxylate (0.6 g, 1.24 mmol) and 1-bromo-2-methoxyethane (0.519 g, 3.73 mmol) in acetonitrile (6 mL), Cs2CO3 (0.485 g, 1.49 mmol) was added and reaction was stirred at 80° C. for 12 h. On completion, water was added to it and extracted with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude compound was purified by column chromatography to afford the title compound (0.6 g, 76.5% yield).

후처리

  1. customreaction
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe crude compound was purified by column chromatography

출처 및 근거

ORD 기록
ord-231df0e8f4534317a702fd61f9147760
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006242B2

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