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

HRID 897292노트

반응식

HRID 897292 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aaf85202a0f74990964b7d6b01f8c0e4
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06921759B2

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