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Pyrrolidine → 4-[7-Methyl-1-naphthalen-1-ylmethyl-2-oxo-3-(1-trityl-1h-pyrazol-4-ylmethylene)-2,3-dihydro-1h-indol-6-yl]-benzonitrile

HRID 1355677
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HRID 1355677 반응식
[CH3:1][C:2]1[C:3]([C:23]2[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[CH:25][CH:24]=2)=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH2:11][C:12]1[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=1)[C:8](=[O:22])[CH2:7]2.[C:31]([N:50]1[CH:54]=[C:53]([CH:55]=O)[CH:52]=[N:51]1)([C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.N1CCCC1>CO>[CH3:1][C:2]1[C:3]([C:23]2[CH:24]=[CH:25][C:26]([C:27]#[N:28])=[CH:29][CH:30]=2)=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH2:11][C:12]1[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=1)[C:8](=[O:22])[C:7]2=[CH:55][C:53]1[CH:52]=[N:51][N:50]([C:31]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)([C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:54]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 185077584-(7-Methyl-1-naphthalen-1-ylmethyl-2-oxo-2,3-dihydro-1h-indol-6-yl)-benzonitrileHCID 223425751-Trityl-1H-pyrazole-4-carbaldehyde

생성물 1

HCID 700327164-[7-Methyl-1-naphthalen-1-ylmethyl-2-oxo-3-(1-trityl-1h-pyrazol-4-ylmethylene)-2,3-dihydro-1h-indol-6-yl]-benzonitrile수율 63.2%

시약·촉매·용매 1

HCID 887
Methanol
용매

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온도
70 °C

실험 절차

To a suspension of 4-(7-methyl-1-naphthalen-1-ylmethyl-2-oxo-2,3-dihydro-1H-indol-6-yl)-benzonitrile (300 mg, 0.773 mmol) and 1-trityl-1H-pyrazole-4-carbaldehyde (303 mg, 0.928 mmol) in methanol (5 ml) was added pyrrolidine (0.323 ml, 3.87 mmol). The reaction mixture was heated at 70° C. overnight. After cooled to room temperature, the reaction mixture formed a precipitate. The solid was collected and washed with cold methanol to give the title compound of 13B as a bright yellow solid (340 mg, 63.2% yield).

후처리

  1. temperatureAfter cooled to room temperature
  2. customthe reaction mixture formed a precipitate
  3. customThe solid was collected
  4. washwashed with cold methanol

출처 및 근거

ORD 기록
ord-b5f2cc8bf2dd40cd89b642730a1be057
출처 데이터셋
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06586447B1

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