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Toluene → HCID 57477669, 화합물

HRID 1962723
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HRID 1962723 반응식
[NH:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]2[N:9]([CH2:12][O:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[CH3:17])[CH:10]=[CH:11][C:4]=12)[NH2:2].[O:20]1[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[N:22]=[C:21]1[CH:29]([CH:32]=O)[CH:30]=O.C1(C)C=CC=CC=1>>[CH3:17][Si:16]([CH3:19])([CH3:18])[CH2:15][CH2:14][O:13][CH2:12][N:9]1[C:5]2=[N:6][CH:7]=[CH:8][C:3]([N:1]3[CH:30]=[C:29]([C:21]4[O:20][C:24]5[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=5[N:22]=4)[CH:32]=[N:2]3)=[C:4]2[CH:11]=[CH:10]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 1140TolueneHCID 38276322-(2-Benzoxazolyl)malondialdehydeHCID 57477670HCID 57477670, 화합물

생성물 1

HCID 57477669HCID 57477669, 화합물수율 69.5%

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온도
70 °C

실험 절차

To 4-hydrazino-1-[2-(trimethylsilyl)ethoxy]methyl-1H-pyrrolo[2,3-b]pyridine (0.083 g, 0.00030 mol) 3782-117-1 and 1,3-benzoxazol-2-ylmalonaldehyde (obtained from Matrix Corp, 0.056 g, 0.00030 mol) in toluene (1.5 mL, 0.014 mol) was added molecular sieves. The mixture was heated in a sealed tube at 70° C. (an oil bath) with stirring for 2 h. The solvent was removed in vacuo and the crude product was purified by FCC on silica using ethyl acetate:hexanes 3:7 to give 2-[1-(1-[2-(trimethylsilyl)ethoxy]methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-4-yl]-1,3-benzoxazole (0.090 gm) as an oil, LC/MS (M+H)+: 432.

후처리

  1. customThe solvent was removed in vacuo
  2. customthe crude product was purified by FCC on silica

출처 및 근거

ORD 기록
ord-58fe686b7a2b4d5d8532a94262ef6e23
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415362B2

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