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Dimethylformamide → N-acetyl-N-(7-(2,4-dichlorophenyl)-6-(4-chlorophenyl)-3-cyano-1,2-dihydro-1-methyl-2-oxo-1,8-naphthyridin-4-yl)acetamide

HRID 13851
ノート
印刷プレビュー

反応式

HRID 13851 の反応式
[NH2:1][C:2]1[C:11]2[C:6](=[N:7][C:8]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=3[Cl:26])=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)[CH:10]=2)[N:5]([CH3:27])[C:4](=[O:28])[C:3]=1[C:29]#[N:30].[C:31](Cl)(=[O:33])[CH3:32].C(N([CH2:40][CH3:41])CC)C.CN(C=[O:46])C>C1COCC1.CCOC(C)=O>[C:31]([N:1]([C:2]1[C:11]2[C:6](=[N:7][C:8]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=3[Cl:26])=[C:9]([C:12]3[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=3)[CH:10]=2)[N:5]([CH3:27])[C:4](=[O:28])[C:3]=1[C:29]#[N:30])[C:40](=[O:46])[CH3:41])(=[O:33])[CH3:32]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 111902884-Amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carbonitrile

生成物 1

HCID 68713944N-acetyl-N-(7-(2,4-dichlorophenyl)-6-(4-chlorophenyl)-3-cyano-1,2-dihydro-1-methyl-2-oxo-1,8-naphthyridin-4-yl)acetamide

試薬・触媒・溶媒

2
HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To the product of EXAMPLE 98 (43 mg) in DMF (0.5 mL) and THF (1 mL) was added acetyl chloride (65 μL) and triethylamine (0.13 mL). The reaction stirred about 4 hours at room temperature before it was diluted with EtOAc. The solution was washed with saturated aqueous NaHCO3 and brine. The solution was dried (Na2SO4) and concentrated. The residue was purified by flash chromatography on silica gel gradient eluted with 0-85% EtOAc in hexane affording N-acetyl-N-(7-(2,4-dichlorophenyl)-6-(4-chlorophenyl)-3-cyano-1,2-dihydro-1-methyl-2-oxo-1,8-naphthyridin-4-yl)acetamide which was subjected to the conditions of EXAMPLE 65 to afford the title compound. HPLC/MS: 496.8 (M+1), 498.8 (M+3); Rt=3.94 min.

後処理

  1. washThe solution was washed with saturated aqueous NaHCO3 and brine
  2. dry with materialThe solution was dried (Na2SO4)
  3. concentrationconcentrated
  4. customThe residue was purified by flash chromatography on silica gel gradient
  5. washeluted with 0-85% EtOAc in hexane

出典と根拠

ORDレコード
ord-b69949a2bce742e08d76265b860bdc44
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07728141B2

反応ノート

読み込み中…

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