2,3-Dimethoxybenzylamine → 5-bromo-N-(2,3-dimethoxybenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide

HRID 897292ノート

反応式

HRID 897292 の反応式
C([O:9][C:10]1[C:11]([C:21]([O:23]C)=O)=[N:12][C:13]([Br:20])=[C:14]2[C:19]=1[N:18]=[CH:17][CH:16]=[CH:15]2)(=O)C1C=CC=CC=1.[CH3:25][O:26][C:27]1[C:34]([O:35][CH3:36])=[CH:33][CH:32]=[CH:31][C:28]=1[CH2:29][NH2:30]>C1(C)C=CC=CC=1>[Br:20][C:13]1[N:12]=[C:11]([C:21]([NH:30][CH2:29][C:28]2[CH:31]=[CH:32][CH:33]=[C:34]([O:35][CH3:36])[C:27]=2[O:26][CH3:25])=[O:23])[C:10]([OH:9])=[C:19]2[C:14]=1[CH:15]=[CH:16][CH:17]=[N:18]2

参加物

4

反応物 2

HCID 781062,3-DimethoxybenzylamineHCID 22346355Methyl 8-(benzoyloxy)-5-bromo-1,6-naphthyridine-7-carboxylate

生成物 1

HCID 223463785-bromo-N-(2,3-dimethoxybenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Into a round bottom flask fitted with a gas inlet, condenser and a magnetic stirring bar was placed methyl 8-(benzoyloxy)-5-bromo-1,6-naphthyridine-7-carboxylate (0.4 g, 1.03 mmol), 2,3-dimethoxybenzylamine (0.432 g, 0.38 mL, 2.58 mmol) and 10 mL toluene. This mixture was refluxed for 18 hours, after which the reaction was cooled and the solvent removed in vacuo. The resulting residue was triturated with diethyl ether and filtered to yield 5-bromo-N-(2,3-dimethoxybenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide as a light yellow solid.

後処理

  1. customInto a round bottom flask fitted with a gas inlet, condenser and a magnetic stirring bar
  2. temperatureThis mixture was refluxed for 18 hours
  3. temperatureafter which the reaction was cooled
  4. customthe solvent removed in vacuo
  5. customThe resulting residue was triturated with diethyl ether
  6. filtrationfiltered

出典と根拠

ORDレコード
ord-aaf85202a0f74990964b7d6b01f8c0e4
出典データセット
uspto-grants-2005_07
特許番号
US06921759B2

反応ノート

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