Methanol → N-[3-chloro-7-(2-chlorophenyl)-6-(4-chlorophenyl)-1-isobutyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl]acetamide

HRID 13837노트

반응식

HRID 13837 반응식
[C:1]([N:4]([C:8]1[C:17]2[C:12](=[N:13][C:14]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[Cl:31])=[C:15]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)[CH:16]=2)[N:11]([CH2:32][CH:33]([CH3:35])[CH3:34])[C:10](=[O:36])[C:9]=1[Cl:37])C(=O)C)(=[O:3])[CH3:2].CO.C1COCC1>C(N(CC)CC)C>[Cl:37][C:9]1[C:10](=[O:36])[N:11]([CH2:32][CH:33]([CH3:34])[CH3:35])[C:12]2[C:17]([C:8]=1[NH:4][C:1](=[O:3])[CH3:2])=[CH:16][C:15]([C:18]1[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=1)=[C:14]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[Cl:31])[N:13]=2

참가 물질

5

반응물 3

HCID 887MethanolHCID 8028TetrahydrofuranHCID 11410345N-acetyl-N-(3-chloro-7-(2-chlorophenyl)-6-(4-chlorophenyl)-1,2-dihydro-1-isobutyl-2-oxo-1,8-naphthyridin-4-yl)acetamide

생성물 1

HCID 11168248N-[3-chloro-7-(2-chlorophenyl)-6-(4-chlorophenyl)-1-isobutyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl]acetamide

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

The product of EXAMPLE 69 (85 mg) was combined with methanol (7 mL), THF (4 mL) water (2 mL) and triethylamine (2 mL) at room temperature. After 1.5 hours the reaction was concentrated and the residue dissolved in EtOAc. The solution was washed with saturated aqueous NaHCO3 and brine. The organic layer was dried (Na2SO4). The concentrated residue was purified by flash chromatography on silica gel eluted with 0-50% EtOAc in hexane affording the title compound. HPLC/MS: 513.9 (M+I), 515.9 (M+3); Rt=4.05 min.

후처리

  1. concentrationAfter 1.5 hours the reaction was concentrated
  2. dissolutionthe residue dissolved in EtOAc
  3. washThe solution was washed with saturated aqueous NaHCO3 and brine
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. customThe concentrated residue was purified by flash chromatography on silica gel
  6. washeluted with 0-50% EtOAc in hexane affording the title compound

출처 및 근거

ORD 기록
ord-34c8236bfae743d2ab6c0e16a8b1bcc4
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728141B2

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