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Methane → 1-[7-bromo-2-(2-methoxyethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]-2-methylpropan-2-ol

HRID 598034
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인쇄 미리보기

반응식

HRID 598034 반응식
Cl.[Br:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:20][CH2:21][C:22]([OH:25])([CH3:24])[CH3:23])=[C:8]([NH:13][C:14](=O)[CH2:15][CH2:16][O:17][CH3:18])[CH:9]=[N:10]2)=[N:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].O.C>C(Cl)(Cl)Cl.CO.C(O)C>[Br:2][C:3]1[CH:4]=[N:5][C:6]2[C:7]3[N:20]([CH2:21][C:22]([CH3:24])([OH:25])[CH3:23])[C:14]([CH2:15][CH2:16][O:17][CH3:18])=[N:13][C:8]=3[CH:9]=[N:10][C:11]=2[CH:12]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 297MethaneHCID 962WaterHCID 11430Potassium CarbonateHCID 67052276N-{7-bromo-4-[(2-hydroxy-2-methylpropyl)amino][1,5]naphthyridin-3-yl}-3-methoxypropionamide hydrochloride

생성물 1

HCID 670525301-[7-bromo-2-(2-methoxyethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]-2-methylpropan-2-ol수율 73.6%

시약·촉매·용매 2

HCID 702
Ethanol
용매
HCID 21584188Chloroform methanol용매

실험 절차

A mixture of N-{7-bromo-4-[(2-hydroxy-2-methylpropyl)amino][1,5]naphthyridin-3-yl}-3-methoxypropionamide hydrochloride (60.00 g, 138 mmol), potassium carbonate (60 g), water (300 mL), and ethanol (900 mL) was heated at reflux for 16 hours and then concentrated under reduced pressure. The precipitated solid was isolated by filtration, washed sequentially with water and methanol, and dried to provide a brown solid. This material was dissolved in a 3/1 mixture of chloroform/methanol and decolorized with activated charcoal to provide 38.5 g of 1-[7-bromo-2-(2-methoxyethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]-2-methylpropan-2-ol as a white solid, mp 125° C. Anal. calcd for C16H19BrN4O2: % C, 50.67; % H, 5.05; % N, 14.77; Found: % C, 50.86; % H 4.94; % N, 15.01.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 16 hours
  3. concentrationconcentrated under reduced pressure
  4. customThe precipitated solid was isolated by filtration
  5. washwashed sequentially with water and methanol
  6. customdried
  7. customto provide a brown solid

출처 및 근거

ORD 기록
ord-e8d15552fb994b4aa9f9580d693a6a65
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897609B2

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