Hydrogen Bromide → 7-Methoxy-1,5-naphthyridin-2(1H)-one

HRID 656877노트

반응식

HRID 656877 반응식
C[O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][C:7]([O:13][CH3:14])=[CH:8][N:9]=2)[N:4]=1.Br>C(O)(=O)C>[CH3:14][O:13][C:7]1[CH:6]=[C:5]2[C:10]([CH:11]=[CH:12][C:3](=[O:2])[NH:4]2)=[N:9][CH:8]=1

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 585794032,7-Dimethoxy-1,5-naphthyridine

생성물 1

HCID 578154107-Methoxy-1,5-naphthyridin-2(1H)-one수율 86.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

2,7-bis(methoxy)-1,5-naphthyridine (7.45 g, 39.210 mmol) stirred in glacial acetic acid (100 ml) at rt under argon, was treated with 33% HBr in acetic acid (100 ml). After stirring at rt for 18 h, the solvents were evaporated under reduced pressure (copious fumes of HBr were produced). The orange solid residue was stirred with water (ca. 250 ml) and the pH of the suspension was adjusted to ca. pH 6 by addition of solid sodium hydrogen carbonate. The mixture was then filtered and dried in a vacuum desiccator over P2O5 overnight to give 7-(methoxy)-1,5-naphthyridin-2(1H)-one as an off-white solid (5.958 g, 86%).

후처리

  1. customthe solvents were evaporated under reduced pressure (copious fumes of HBr were produced)
  2. stirringThe orange solid residue was stirred with water (ca. 250 ml)
  3. additionthe pH of the suspension was adjusted to ca. pH 6 by addition of solid sodium hydrogen carbonate
  4. filtrationThe mixture was then filtered
  5. dry with materialdried in a vacuum desiccator over P2O5 overnight

출처 및 근거

ORD 기록
ord-04aac906bc0b4336a6d5d2277b042908
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071592B2

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