Sodium Carbonate → 3-(2,6-dichloro-3-nitro-phenyl)-1H-[1,6]naphthyridin-2-one

HRID 270694

反応式

HRID 270694 の反応式
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[CH2:12][C:13]([NH:15][C:16]1[CH:21]=[CH:20][N:19]=[CH:18][C:17]=1[CH:22]=O)=[O:14].C([O-])([O-])=O.[Na+].[Na+]>CO>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[C:12]1[C:13](=[O:14])[NH:15][C:16]2[C:17]([CH:22]=1)=[CH:18][N:19]=[CH:20][CH:21]=2

参加物

4

反応物 2

HCID 10340Sodium CarbonateHCID 598338592-(2,6-dichloro-3-nitro-phenyl)-N-(3-formyl-pyridin-4-yl)-acetamide

生成物 1

HCID 598339183-(2,6-dichloro-3-nitro-phenyl)-1H-[1,6]naphthyridin-2-one収率 79%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 2-(2,6-dichloro-3-nitro-phenyl)-N-(3-formyl-pyridin-4-yl)-acetamide (5.0 g, 14.12 mmol) and Na2CO3 (2.5 g) in MeOH (300 mL) is heated for 15 minutes at 70° C. After filtration of the reaction mixture, the solvent is removed by concentration to give crude product, which is purified by flash silica gel column elute with CH2Cl2 (100%) gradient to CH2Cl2/MeOH (2N NH3) (93/7%) to give the titled intermediate as a solid (3.75 g, 77.7%).

後処理

  1. filtrationAfter filtration of the reaction mixture
  2. customthe solvent is removed by concentration
  3. customto give crude product, which
  4. customis purified by flash silica gel column
  5. washelute with CH2Cl2 (100%) gradient to CH2Cl2/MeOH (2N NH3) (93/7%)

出典と根拠

ORDレコード
ord-4b99fbcd4e8446b9be2e524b54b79be4
出典データセット
uspto-grants-2008_11
特許番号
US07449582B2

関連ノート

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