1,2-Dichloroethane → N-[4-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)phenyl]-2-(1,1-dimethylethyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide

HRID 2244963

反応式

HRID 2244963 の反応式
[NH2:1][CH:2]([C:7]([OH:9])=O)[C:3]([CH3:6])([CH3:5])[CH3:4].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[O:19])=[CH:13][CH:12]=1.[CH3:20][N:21]1[CH2:25][CH2:24][N:23]=[C:22]1[C:26]1[CH:31]=[CH:30][C:29]([NH2:32])=[CH:28][CH:27]=1.C(Cl)CCl>CN(C=O)C.O>[CH3:20][N:21]1[CH2:25][CH2:24][N:23]=[C:22]1[C:26]1[CH:31]=[CH:30][C:29]([NH:32][C:7](=[O:9])[CH:2]([C:3]([CH3:6])([CH3:5])[CH3:4])[NH:1][C:18]([NH:17][C:14]2[CH:15]=[CH:16][C:11]([Cl:10])=[CH:12][CH:13]=2)=[O:19])=[CH:28][CH:27]=1

参加物

7

反応物 4

HCID 111,2-DichloroethaneHCID 76934-Chlorophenyl IsocyanateHCID 3061312-Amino-3,3-dimethylbutanoic acidHCID 227288764-(1-Methyl-4,5-dihydro-1H-imidazol-2-yl)-phenylamine

生成物 1

HCID 11546712N-[4-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)phenyl]-2-(1,1-dimethylethyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide収率 24%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of DL-tert-leucine (43 mg, 0.33 mmol) in DMF (2 mL), 4-chlorophenyl isocyanate (50 mg, 0.33 mmol) was added. The mixture was then stirred at room temperature overnight. To the reaction mixture, 4-(1-Methyl-4,5-dihydro-1H-imidazol-2-yl)-phenylamine (150 mg, 0.86 mmol) and H2O (0.5 mL, to solubilize the amine) were added. To the solution, EDC (127 mg, 0.66 mmol) was added. After being stirred at room temperature overnight, the solution was concentrated in vacuo. The residue was purified by HPLC to give the titled compound as a powder (35 mg). MS 442.1 and 444.1 (M+H, Cl pattern).

後処理

  1. additionwere added
  2. stirringAfter being stirred at room temperature overnight
  3. concentrationthe solution was concentrated in vacuo
  4. customThe residue was purified by HPLC

出典と根拠

ORDレコード
ord-0dcef1a7a5ff4d948de1d9ca9bc7c4e7
出典データセット
uspto-grants-2010_03
特許番号
US07678913B2

関連ノート

読み込み中…