Pyridine → HCID 69804279, 화합물

HRID 488646노트

반응식

HRID 488646 반응식
[CH3:1][O:2][C:3]([NH:5][CH:6]([CH2:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([N+:21]([O-:23])=[O:22])=[CH:13][CH:12]=1)[C:7]([OH:9])=[O:8])=[O:4].N1C=CC=CC=1.[CH3:30][Si:31]([CH3:36])([CH3:35])[CH2:32][CH2:33]O.C1(N=C=NC2CCCCC2)CCCCC1>C(#N)C>[CH3:30][Si:31]([CH3:36])([CH3:35])[CH2:32][CH2:33][O:8][C:7](=[O:9])[CH:6]([NH:5][C:3]([O:2][CH3:1])=[O:4])[CH2:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([N+:21]([O-:23])=[O:22])=[CH:13][CH:12]=1

참가 물질

6

반응물 4

HCID 1049PyridineHCID 10868DicyclohexylcarbodiimideHCID 180132-(Trimethylsilyl)ethanolHCID 22271898HCID 22271898, 화합물

생성물 1

HCID 69804279HCID 69804279, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a mixture of 2-methoxycarbonylamino-3-(4-nitro-naphthalen-1-yl)-propionic acid (0.35 g, 1.1 mmol), pyridine (0.78 mL) and 2-trimethylsilylethanol (0.18 mL, 1.25 mmol, 1.1 eq) in acetonitrile (1.1 mL) cooled in an ice bath was added dicyclohexylcarbodiimide (0.25 g, 1.21 mmol). The mixture was stirred cold for 1 hour, placed in the refrigerator for 14 hours. The reaction mixture was filtered, concentrated under reduced pressure and purified on silica gel eluting with heptane/ethyl acetate (4:1) to provide the titled compound. MS ESI(−)) m/e 417 (M−H)−.

후처리

  1. temperaturecooled in an ice bath
  2. waitplaced in the refrigerator for 14 hours
  3. filtrationThe reaction mixture was filtered
  4. concentrationconcentrated under reduced pressure
  5. custompurified on silica gel eluting with heptane/ethyl acetate (4:1)

출처 및 근거

ORD 기록
ord-83c81e26247840328c7f2013da31a54b
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06972340B2

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