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

HRID 897290

반응식

HRID 897290 반응식
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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a8c37aa63e1d4c4cbe671ee3dd767aa9
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06921759B2

연결된 노트

불러오는 중…