4-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-phenylamine → HCID 178426945、化合物

HRID 2352906ノート

反応式

HRID 2352906 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].[N:31]1([CH2:36][CH2:37][NH:38][CH2:39][C:40]2[CH:45]=[CH:44][C:43]([NH2:46])=[CH:42][CH:41]=2)[CH2:35][CH2:34][CH2:33][CH2:32]1>C1COCC1>[O:30]=[C:4]1[C:3](=[CH:2][NH:46][C:43]2[CH:44]=[CH:45][C:40]([CH2:39][NH:38][CH2:37][CH2:36][N:31]3[CH2:32][CH2:33][CH2:34][CH2:35]3)=[CH:41][CH:42]=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[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]1

参加物

4

反応物 2

HCID 686996624-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-phenylamineHCID 178426964HCID 178426964、化合物

生成物 1

HCID 178426945HCID 178426945、化合物収率 31%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

small screw cap 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, 200 mg, 0.498 mmol) and THF (4 mL). To the resulting solution was added 4-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-phenylamine (prepared below; 109.2 mg, 0.498 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 ˜5 mL of EtOAc. Hexanes were added causing a yellow precipitate to form. The precipitate was then filtered and washed with ˜1 mL of i-prOH yielding 31% (0.092 g, 0.152 mmol) of the title compound.

後処理

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

出典と根拠

ORDレコード
ord-bfa35e1def2447b8881183bbc13714c2
出典データセット
uspto-grants-2010_07
特許番号
US07749530B2

反応ノート

読み込み中…