Triethylamine → 4-{1-ethyl-1-[4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl]propyl}-N-(2-methanesulfonylethyl)-2-methylbenzamide

HRID 230815ノート

反応式

HRID 230815 の反応式
[OH:1][CH:2]([C:27]([CH3:30])([CH3:29])[CH3:28])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([C:16]2[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[C:18]([CH3:25])[CH:17]=2)([CH2:14][CH3:15])[CH2:12][CH3:13])=[CH:7][C:6]=1[CH3:26].Cl.[NH2:32][CH2:33][CH2:34][S:35]([CH3:38])(=[O:37])=[O:36].C1C=CC2N(O)N=NC=2C=1.CCN(CC)CC.CCN=C=NCCCN(C)C>C(Cl)Cl>[CH2:12]([C:11]([C:16]1[CH:24]=[CH:23][C:19]([C:20]([NH:32][CH2:33][CH2:34][S:35]([CH3:38])(=[O:37])=[O:36])=[O:21])=[C:18]([CH3:25])[CH:17]=1)([C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH:2]([OH:1])[C:27]([CH3:30])([CH3:28])[CH3:29])=[C:6]([CH3:26])[CH:7]=1)[CH2:14][CH3:15])[CH3:13]

参加物

7

反応物 5

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 103643684-{1-[4-(3,3-Dimethyl-2-hydroxybutoxy)-3-methylphenyl]-1-ethylpropyl}-2-methylbenzoic acidHCID 17749886Ethanamine, 2-(methylsulfonyl)-, hydrochloride (1:1)

生成物 1

HCID 577634394-{1-ethyl-1-[4-(2-hydroxy-3,3-dimethylbutoxy)-3-methylphenyl]propyl}-N-(2-methanesulfonylethyl)-2-methylbenzamide収率 76%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a mixture of 4-(1-{4-[2-(hydroxy)-3,3-dimethyl-butoxy]-3-methylphenyl}-1-ethylpropyl)-2-methylbenzoic acid, Example 1, (0.53 g, 1.29 mmol), 2-aminoethylmethylsulfone hydrochloride (0.21 g, 1.29 mmol), HOBt (0.19 g, 1.43 mmol), Et3N (0.72 mL, 5.19 mmol) and CH2Cl2 (10 mL) is added EDCI (0.249 g, 1.29 mmol) and stirred overnight. The reaction is diluted with CH2Cl2 (50 mL), washed with 1M HCl (2×30 mL), H2O (20 mL), satd NaHCO3 (2×20 mL), and brine (20 mL). The organic layer is MgSO4 dried, concentrated, and chromatographed (75% EtOAc/Hex) to give the title compound (0.51 g, 76%).

後処理

  1. washwashed with 1M HCl (2×30 mL), H2O (20 mL), satd NaHCO3 (2×20 mL), and brine (20 mL)
  2. customdried
  3. concentrationconcentrated
  4. customchromatographed (75% EtOAc/Hex)

出典と根拠

ORDレコード
ord-e4c1739ea4a540be87e4260d5affef8f
出典データセット
uspto-grants-2009_07
特許番号
US07566803B2

反応ノート

読み込み中…