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Ammonium Chloride → 4-Methoxy-2-methyl-N-(3-(trifluoromethyl)benzyl)-1,8-naphthyridine-3-carboxamide

HRID 1961469
ノート
印刷プレビュー

反応式

HRID 1961469 の反応式
Cl[C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[C:3]=1[C:13]([NH:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=1)=[O:14].[CH3:27][O-:28].[Na+].[NH4+].[Cl-]>CO>[CH3:27][O:28][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[C:3]=1[C:13]([NH:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=1)=[O:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 667460894-Chloro-2-methyl-N-(3-(trifluoromethyl)benzyl)-1,8-naphthyridine-3-carboxamide

生成物 1

HCID 667462884-Methoxy-2-methyl-N-(3-(trifluoromethyl)benzyl)-1,8-naphthyridine-3-carboxamide収率 20%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

4-Chloro-2-methyl-N-(3-(trifluoromethyl)benzyl)-1,8-naphthyridine-3-carboxamide (60.0 mg, 0.16 mmol) was dissolved in anhydrous MeOH (1.0 ml). NaOMe was added and the mixture refluxed for 15 h. The mixture was allowed to cool. NH4Cl (5.0 ml (sat)) was added and the product extracted with EtOAc. The combined organic extracts were dried over MgSO4 and concentrated. Purification was done by flash chromatography (EtOAc/MeOH 98:2) giving 12.0 mg (20%) of the title compound.

後処理

  1. temperaturethe mixture refluxed for 15 h
  2. temperatureto cool
  3. extractionthe product extracted with EtOAc
  4. dry with materialThe combined organic extracts were dried over MgSO4
  5. concentrationconcentrated
  6. customPurification

出典と根拠

ORDレコード
ord-dd4863930cef4bc9a50151e0885345b6
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08415333B2

反応ノート

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