Tetrahydrofuran → HCID 178436685、化合物

HRID 641017ノート

反応式

HRID 641017 の反応式
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]

参加物

6

反応物 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

生成物 1

HCID 178436685HCID 178436685、化合物収率 41%

試薬・触媒・溶媒 2

HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
65 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-b3b5909290ba41b782d6bc28fc828747
出典データセット
uspto-grants-2010_04
特許番号
US07692005B2

反応ノート

読み込み中…