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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 81907
ノート
印刷プレビュー

反応式

HRID 81907 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702
Ethanol
溶媒
HCID 21584188Chloroform methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3059ef6d2a02420f82af82b8f1ea029a
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846710B2

反応ノート

読み込み中…

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