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Trichloroacetyl isocyanate → HCID 58960232, 화합물

HRID 2068099
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HRID 2068099 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([O:10][C:11]3[C:20]4[C:15](=[CH:16][C:17]([O:23][CH2:24][CH2:25][CH2:26][N:27]5[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]5)=[C:18]([O:21][CH3:22])[CH:19]=4)[N:14]=[CH:13][N:12]=3)=[CH:7][N:8]=2)[CH:3]=[CH:2]1.ClC(Cl)(Cl)[C:35]([N:37]=C=O)=[O:36]>N1C=CC=CC=1>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([O:10][C:11]3[C:20]4[C:15](=[CH:16][C:17]([O:23][CH2:24][CH2:25][CH2:26][N:27]5[CH2:32][CH2:31][N:30]([C:35](=[O:36])[NH2:37])[CH2:29][CH2:28]5)=[C:18]([O:21][CH3:22])[CH:19]=4)[N:14]=[CH:13][N:12]=3)=[CH:7][N:8]=2)[CH:3]=[CH:2]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 76400Trichloroacetyl isocyanateHCID 58960247HCID 58960247, 화합물

생성물 1

HCID 58960232HCID 58960232, 화합물수율 43.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
0 °C

실험 절차

4-(7-Azaindol-5-yloxy)-6-methoxy-7-(3-piperazin-1-ylpropoxy)quinazoline (200 mg, 0.46 mmol) was dissolved in pyridine (5 ml) and cooled to 0° C. Trichloroacetyl isocyanate (55 μl, 0.46 mmol) was added and the mixture stirred at ambient temperature for 3 hours. The mixture was concentrated under reduced pressure and the residue dissolved in 7N ammonia in methanol and stirred at ambient temperature for 20 hours. The solvent was removed under reduced pressure and the residue was purified by column chromatography eluting with methylene chloride/methanol (90/10) to give 4-(7-azaindol-5-yloxy)-6-methoxy-7-[3-(4-carbamoylpiperazin-1-yl)propoxy]quinazoline (95 mg, 43%) as a white solid.

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. dissolutionthe residue dissolved in 7N ammonia in methanol
  3. stirringstirred at ambient temperature for 20 hours
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was purified by column chromatography
  6. washeluting with methylene chloride/methanol (90/10)

출처 및 근거

ORD 기록
ord-c7bcea9cc0ce4b52974a79fce31d4f81
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08293902B2

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