Tetrahydrofuran → HCID 178462567, 화합물

HRID 641013

반응식

HRID 641013 반응식
CN1CCN(C2C=CC(N[CH:15]=[C:16]3[C:24]4[C:19](=[CH:20][C:21]([C:25]([C:27]5[CH:28]=[C:29]([NH:33][C:34]([C:36]6[C:40]([Cl:41])=[CH:39][N:38]([CH2:42][CH3:43])[N:37]=6)=[O:35])[CH:30]=[CH:31][CH:32]=5)=[O:26])=[CH:22][CH:23]=4)[NH:18][C:17]3=[O:44])=CC=2)CC1.C1COCC1.[N:50]1([CH2:55][C:56]2[CH:61]=[CH:60][C:59]([NH2:62])=[CH:58][CH:57]=2)[CH2:54][CH2:53][CH2:52][CH2:51]1>CCOC(C)=O.CCCCCC>[O:44]=[C:17]1[C:16](=[CH:15][NH:62][C:59]2[CH:58]=[CH:57][C:56]([CH2:55][N:50]3[CH2:54][CH2:53][CH2:52][CH2:51]3)=[CH:61][CH:60]=2)[C:24]2[C:19](=[CH:20][C:21]([C:25]([C:27]3[CH:28]=[C:29]([NH:33][C:34]([C:36]4[C:40]([Cl:41])=[CH:39][N:38]([CH2:42][CH3:43])[N:37]=4)=[O:35])[CH:30]=[CH:31][CH:32]=3)=[O:26])=[CH:22][CH:23]=2)[NH:18]1

참가 물질

6

반응물 3

HCID 8028TetrahydrofuranHCID 7768524-(Pyrrolidin-1-ylmethyl)anilineHCID 178462568HCID 178462568, 화합물

생성물 1

HCID 178462567HCID 178462567, 화합물수율 31%

시약·촉매·용매 2

HCID 8058Hexane용매HCID 8857Ethyl Acetate용매

반응 조건

온도
65 °C

실험 절차

A small screw cap test tube was charged with 4-Chloro-1-ethyl-1H-pyrazole-3-carboxylic acid [3-(3-{[4-(4-methyl-piperazin-1-yl)-phenylamino]-methylene}-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 342, 100 mg, 0.229 mmol) and THF (2.5 mL). To the resulting solution was added 4-Pyrrolidin-1-ylmethyl-phenylamine (40.3 mg, 0.229 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature and diluted with EtOAc (5 mL) and Hexane (˜40 mL). The solid that precipitated was collected by filtration and washed with 0° C. acetone (˜10 mL) affording the title compound in 31% yield (0.043 g, 0.072 mmol).

후처리

  1. customA small screw cap test tube
  2. temperatureSubsequently, the reaction mixture was cooled to room temperature
  3. customThe solid that precipitated
  4. filtrationwas collected by filtration
  5. washwashed with 0° C. acetone (˜10 mL)

출처 및 근거

ORD 기록
ord-0e1a3aac72fe428889a9fc139efcfd88
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07692005B2

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