Tetrahydrofuran → HCID 178436685, 화합물

HRID 641017노트

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HRID 641017 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[CH:27]=[C:26]([CH2:28][CH3:29])[N:25]([CH3:30])[N:24]=4)=[O:22])[CH:17]=[CH:18][CH:19]=3)=[O:13])=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:31].C1COCC1.[NH2:37][C:38]1[CH:43]=[CH:42][C:41]([CH2:44][CH2:45][C:46]([OH:48])=[O:47])=[CH:40][CH:39]=1>CCOC(C)=O.CCCCCC>[CH2:28]([C:26]1[N:25]([CH3:30])[N:24]=[C:23]([C:21]([NH:20][C:16]2[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=2)[C:12]([C:8]2[CH:7]=[C:6]3[C:11]([C:3](=[CH:2][NH:37][C:38]4[CH:39]=[CH:40][C:41]([CH2:44][CH2:45][C:46]([OH:48])=[O:47])=[CH:42][CH:43]=4)[C:4](=[O:31])[NH:5]3)=[CH:10][CH:9]=2)=[O:13])=[O:22])[CH:27]=1)[CH3:29]

참가 물질

6

반응물 3

HCID 8028TetrahydrofuranHCID 754513-(4-Aminophenyl)propionic acidHCID 1784366885-ethyl-N-[3-[3-(hydroxymethylidene)-2-oxo-1H-indole-6-carbonyl]phenyl]-1-methylpyrazole-3-carboxamide

생성물 1

HCID 178436685HCID 178436685, 화합물수율 41%

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 5-Ethyl-1-methyl-1H-pyrazole-3-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 345, 60 mg, 0.1441 mmol) and THF (2.0 mL). To the resulting solution was added 3-(4-Amino-phenyl)-propionic acid (24.2 mg, 0.146 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. iPrOH (˜10 mL) affording the title compound in 41% yield (0.033 g, 0.059 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. iPrOH (˜10 mL)

출처 및 근거

ORD 기록
ord-b3b5909290ba41b782d6bc28fc828747
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07692005B2

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