4-(2-Dimethylaminoethyl)aniline → HCID 178426938、化合物

HRID 640971ノート

反応式

HRID 640971 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[N:24]([CH3:29])[N:25]=[C:26]([CH3:28])[CH:27]=4)=[O:22])[CH:17]=[CH:18][CH:19]=3)=[O:13])=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:30].[CH3:31][N:32]([CH3:42])[CH2:33][CH2:34][C:35]1[CH:40]=[CH:39][C:38]([NH2:41])=[CH:37][CH:36]=1>C1COCC1>[CH3:42][N:32]([CH3:31])[CH2:33][CH2:34][C:35]1[CH:40]=[CH:39][C:38]([NH:41][CH:2]=[C:3]2[C:11]3[C:6](=[CH:7][C:8]([C:12]([C:14]4[CH:15]=[C:16]([NH:20][C:21]([C:23]5[N:24]([CH3:29])[N:25]=[C:26]([CH3:28])[CH:27]=5)=[O:22])[CH:17]=[CH:18][CH:19]=4)=[O:13])=[CH:9][CH:10]=3)[NH:5][C:4]2=[O:30])=[CH:37][CH:36]=1

参加物

4

反応物 2

HCID 149398614-(2-Dimethylaminoethyl)anilineHCID 178426964HCID 178426964、化合物

生成物 1

HCID 178426938HCID 178426938、化合物収率 12%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

test tube was charged with 2,5-Dimethyl-2H-pyrazole-3-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 60, 100 mg, 0.249 mmol) and THF (2 mL). To the resulting solution was added 4-(2-Dimethylamino-ethyl)-phenylamine (40.9 mg, 0.249 mmol), and the mixture was stirred for 24 h at 65° C. The reaction mixture was cooled to room temperature. Hexanes were added to the reaction mixture causing a black precipitate to form. The precipitate was vacuum filtered and the filtrate was then concentrated in vacuo and redissolved into ˜3 mL of EtOAc. Hexanes were added causing a light brown precipitate to form. The precipitate was then filtered and washed with ˜1 mL of i-prOH yielding 12% (0.016 g, 0.029 mmol) of the title compound.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customto form
  3. filtrationfiltered
  4. concentrationthe filtrate was then concentrated in vacuo
  5. dissolutionredissolved into ˜3 mL of EtOAc
  6. additionHexanes were added
  7. customto form
  8. filtrationThe precipitate was then filtered

出典と根拠

ORDレコード
ord-5e53944cd7544068a9b88efa676ee02c
出典データセット
uspto-grants-2010_04
特許番号
US07692005B2

反応ノート

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