1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178500674、化合物

HRID 632940ノート

反応式

HRID 632940 の反応式
[CH3:1][O:2][C:3](=[O:18])[CH2:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.CCN=C=NCCCN(C)C.[Cl:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]1[O:38][C:39]([C:50]([F:53])([F:52])[F:51])=[C:40]([C:42]([NH:44][CH2:45][CH2:46][C:47](O)=[O:48])=[O:43])[N:41]=1.C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)C(C)C)C>ClCCl.C([O-])(O)=O.[Na+]>[CH3:1][O:2][C:3](=[O:18])[CH2:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([C:11]2[CH:12]=[CH:13][C:14]([NH:17][C:47](=[O:48])[CH2:46][CH2:45][NH:44][C:42]([C:40]3[N:41]=[C:37]([C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=4[Cl:30])[O:38][C:39]=3[C:50]([F:51])([F:53])[F:52])=[O:43])=[CH:15][CH:16]=2)[CH2:9][CH2:10]1

参加物

8

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 1179200333-{[2-(2-Chlorophenyl)-5-trifluoromethyloxazole-4-carbonyl]amino}propionic acidHCID 178500653HCID 178500653、化合物

生成物 1

HCID 178500674HCID 178500674、化合物収率 99.5%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

Trans-[4-(4-aminophenyl)cyclohexyl]acetic acid methyl ester (70 mg, 0.28 mmol), EDCI (135.6 mg, 0.71 mmol), 3-{[2-(2-chlorophenyl)-5-trifluoromethyloxazole-4-carbonyl]amino}propionic acid (123.2 mg, 0.34 mmol), HOBt (57.4 mg, 0.23 mmol) and ethyldiisopropylamine (128.3 mg, 0.99 mmol) dissolved in dichloromethane (15 mL) were stirred for 24 hours. The reaction mixture was diluted with aqueous NaHCO3 and extracted with dichloromethane. The extract was washed with brine and dried with anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography to obtain the desired compound (165 mg, 99%) as a white solid.

後処理

  1. extractionextracted with dichloromethane
  2. washThe extract was washed with brine
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-e8f1a8bd567b4fa183ab053584cf686f
出典データセット
uspto-grants-2016_04
特許番号
US09321728B2

反応ノート

読み込み中…