Tetrahydrofuran → HCID 178428791, 화합물

HRID 641038

반응식

HRID 641038 반응식
O[CH:2]=[C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([C:14]3[CH:15]=[C:16]([NH:20][C:21]([C:23]4[O:24][CH:25]=[CH:26][C:27]=4[CH3:28])=[O:22])[CH:17]=[CH:18][CH:19]=3)=[O:13])=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:29].C1COCC1.[N:35]1([CH2:40][C:41]2[CH:46]=[CH:45][C:44]([NH2:47])=[CH:43][CH:42]=2)[CH2:39][CH2:38][CH2:37][CH2:36]1>CCOC(C)=O.CCCCCC>[O:29]=[C:4]1[C:3](=[CH:2][NH:47][C:44]2[CH:43]=[CH:42][C:41]([CH2:40][N:35]3[CH2:39][CH2:38][CH2:37][CH2:36]3)=[CH:46][CH:45]=2)[C:11]2[C:6](=[CH:7][C:8]([C:12]([C:14]3[CH:15]=[C:16]([NH:20][C:21]([C:23]4[O:24][CH:25]=[CH:26][C:27]=4[CH3:28])=[O:22])[CH:17]=[CH:18][CH:19]=3)=[O:13])=[CH:9][CH:10]=2)[NH:5]1

참가 물질

6

반응물 3

HCID 8028TetrahydrofuranHCID 7768524-(Pyrrolidin-1-ylmethyl)anilineHCID 178428792HCID 178428792, 화합물

생성물 1

HCID 178428791HCID 178428791, 화합물수율 43%

시약·촉매·용매 2

HCID 8058Hexane용매HCID 8857Ethyl Acetate용매

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온도
65 °C

실험 절차

A small screw cap test tube was charged with 3-Methyl-furan-2-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 354, 100 mg, 0.2575 mmol) and THF (2.6 mL). To the resulting solution was added 4-Pyrrolidin-1-ylmethyl-phenylamine (45.4 mg, 0.258 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 precipitate that formed was collected by filtration and washed with 0° C. iPrOH (˜5 mL) to afford the title compound in 43% yield (0.060 g, 0.11 mmol).

후처리

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

출처 및 근거

ORD 기록
ord-a8d4c3ebcff746369a4ab90f5d071ef8
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07692005B2

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