2-(Methylthio)benzylamine → 8-Hydroxy-5-bromo-[1,6]naphthyridine-7-carboxylic acid 2-methylsulfanylbenzylamide

HRID 897290

反応式

HRID 897290 の反応式
CO[C:3]([C:5]1[C:14]([OH:15])=[C:13]2[C:8]([CH:9]=[CH:10][CH:11]=[N:12]2)=[C:7]([Br:16])[N:6]=1)=[O:4].[CH3:17][S:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH2:21][NH2:22]>>[CH3:17][S:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH2:21][NH:22][C:3]([C:5]1[C:14]([OH:15])=[C:13]2[C:8]([CH:9]=[CH:10][CH:11]=[N:12]2)=[C:7]([Br:16])[N:6]=1)=[O:4]

参加物

3

反応物 2

HCID 27369812-(Methylthio)benzylamineHCID 22343006Methyl 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylate

生成物 1

HCID 865874628-Hydroxy-5-bromo-[1,6]naphthyridine-7-carboxylic acid 2-methylsulfanylbenzylamide

実験手順

To a 25 mL round bottomed flask with a stirring bar, reflux condenser and a nitrogen inlet was added 5-bromo-8-hydroxy-[1,6]naphthyridine-7-carboxylic acid methyl ester (0.511 g, 1.81 mmol) dry toluene (12.5 mL) and 2-methylthiobenzylamine (0.346 g, 2.26 mmol). This mixture was heated at reflux for 24 h. The mixture was cooled to ambient temperature and the toluene was removed in vacuo. The residue was triturated with a little Et2O/hexane, collected on a frit and dried in vacuo to give 8-hydroxy-5-bromo-[1,6]naphthyridine-7-carboxylic acid 2-methylsulfanylbenzylamide as a crystalline solid.

後処理

  1. temperatureTo a 25 mL round bottomed flask with a stirring bar, reflux condenser and a nitrogen inlet
  2. temperatureThis mixture was heated
  3. temperatureat reflux for 24 h
  4. customthe toluene was removed in vacuo
  5. customThe residue was triturated with a little Et2O/hexane
  6. customcollected on a frit
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-a8c37aa63e1d4c4cbe671ee3dd767aa9
出典データセット
uspto-grants-2005_07
特許番号
US06921759B2

関連ノート

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