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

HRID 13837ノート

反応式

HRID 13837 の反応式
[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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-34c8236bfae743d2ab6c0e16a8b1bcc4
出典データセット
uspto-grants-2010_06
特許番号
US07728141B2

反応ノート

読み込み中…