Ethyl Acetate → HCID 18629228, 화합물

HRID 1060627노트

반응식

HRID 1060627 반응식
[Br:1][C:2]1[CH:3]=[C:4]([O:11][CH3:12])[CH:5]=[C:6]2[C:10]=1[NH:9][CH2:8][CH2:7]2.Cl[C:14]1[C:19]2[N:20]=[N:21][N:22]([CH:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[C:18]=2[CH:17]=[C:16]([CH3:28])[N:15]=1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].C(OCC)(=O)C>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([O:11][CH3:12])[CH:5]=[C:6]2[C:10]=1[N:9]([C:14]1[C:19]3[N:20]=[N:21][N:22]([CH:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[C:18]=3[CH:17]=[C:16]([CH3:28])[N:15]=1)[CH2:8][CH2:7]2

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 2724254Sodium bis(trimethylsilyl)amideHCID 184528187-Bromo-5-methoxyindolineHCID 186292554-chloro-1-[1-ethylpropyl]-6-methyl-1H-1,2,3-triazolo(4,5-c]pyridine

생성물 1

HCID 18629228HCID 18629228, 화합물수율 74.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Part E: To 7-bromo-5-methoxyindoline (382 mg) and 4-chloro-1-[1-ethylpropyl]-6-methyl-1H-1,2,3-triazolo[4,5-c]pyridine (400 mg) in THF (2.0 mL) was added sodium bis(trimethylsilyl)amide (1.0 M in THF, 15 mL) at 0° C. The reaction was warmed to ambient temperature and stirred for 1 hour. Ethyl acetate (150 mL) was added and washed with water and brine. The organics were dried over MgSO4 and concentrated. The crude product was chromatographed on silica gel using ethyl acetate/hexane (1:4) as eluent to give 4-(7-bromo-5-methoxy-2,3-dihydro-1H-indol-1-yl)-1-[1-ethylpropyl)-6-methyl-1H-1,2,3-triazolo[4,5-c]pyridine (538 mg).

후처리

  1. washwashed with water and brine
  2. dry with materialThe organics were dried over MgSO4
  3. concentrationconcentrated
  4. customThe crude product was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-5151ce6fdbe24094a698c7b50c12e690
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06525056B2

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