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

반응식

HRID 2244963 반응식
[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

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0dcef1a7a5ff4d948de1d9ca9bc7c4e7
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07678913B2

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