Methyl iodide → 6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-3-isopropyl-1-methyl-4-(methylamino)-1,8-naphthyridin-2(1H)-one

HRID 13845ノート

反応式

HRID 13845 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[CH:29]([CH3:31])[CH3:30].[H-].[Na+].I[CH3:35]>C1COCC1>[Cl:18][C:15]1[CH:14]=[CH:13][C:12]([C:9]2[CH:10]=[C:11]3[C:6](=[N:7][C:8]=2[C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])[N:5]([CH3:27])[C:4](=[O:28])[C:3]([CH:29]([CH3:31])[CH3:30])=[C:2]3[NH:1][CH3:35])=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 114769994-amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-3-isopropyl-1-methyl-1,8-naphthyridin-2(1H)-one

生成物 1

HCID 113976296-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-3-isopropyl-1-methyl-4-(methylamino)-1,8-naphthyridin-2(1H)-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The product of EXAMPLE 54 (30 mg) in THF (2.5 mL) was combined with sodium hydride (5 mg, 60% in mineral oil). The suspension was stirred for 10 min were upon iodomethane (37 uL) was added. The reaction was stirred for about 6.5 hours at room temperature. The reaction mixture was quenched with saturated aqueous NaHCO3 and diluted with EtOAc. The EtOAc solution was dried (Na2SO4). The concentrated residue was purified by preparative TLC on silica gel eluted with 35% EtOAc in hexane affording the title compound. HPLC/MS: 486.2 (M+1), 488.2 (M+3); Rt=4.72 min.

後処理

  1. additionwas added
  2. stirringThe reaction was stirred for about 6.5 hours at room temperature
  3. customThe reaction mixture was quenched with saturated aqueous NaHCO3
  4. additiondiluted with EtOAc
  5. dry with materialThe EtOAc solution was dried (Na2SO4)
  6. customThe concentrated residue was purified by preparative TLC on silica gel
  7. washeluted with 35% EtOAc in hexane affording the title compound

出典と根拠

ORDレコード
ord-2bc9788879ba4578941daef6db23936a
出典データセット
uspto-grants-2010_06
特許番号
US07728141B2

反応ノート

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