Sodium hydride → N-(1-methyl-1H-pyrazol-3-yl)-6-[(6-nitropyridin-3-yl)oxy]quinazoline-4-amine

HRID 1517261ノート

反応式

HRID 1517261 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=1.[H-].[Na+].[CH3:13][N:14]1[CH:18]=[CH:17][C:16]([NH:19][C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([OH:30])[CH:28]=3)[N:23]=[CH:22][N:21]=2)=[N:15]1>CN(C)C=O>[CH3:13][N:14]1[CH:18]=[CH:17][C:16]([NH:19][C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([O:30][C:2]4[CH:7]=[N:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=4)[CH:28]=3)[N:23]=[CH:22][N:21]=2)=[N:15]1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 8176205-Bromo-2-nitropyridineHCID 231603824-[(1-Methyl-1H-pyrazol-3-yl)amino]quinazolin-6-ol

生成物 1

HCID 68431306N-(1-methyl-1H-pyrazol-3-yl)-6-[(6-nitropyridin-3-yl)oxy]quinazoline-4-amine収率 77%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

5-Bromo-2-nitropyridine (460 mg, 2.3 mmol) and sodium hydride (120 mg, 3.1 mmol) were added to an N,N-dimethylformamide suspension (10 ml) of 4-[(1-methyl-1H-pyrazol-3-yl)amino]quinazolin-6-ol (500 mg, 2.1 mmol), and stirred at 60° C. for 14 hours. The reaction solution was cooled to room temperature, the precipitate was collected by filtration, washed with water. The obtained precipitate was dried, then purified by silica gel column chromatography (chloroform:methanol=96:4) to obtain N-(1-methyl-1H-pyrazol-3-yl)-6-[(6-nitropyridin-3-yl)oxy]quinazoline-4-amine (580 mg, yield: 77%) as a pale yellow solid.

後処理

  1. temperatureThe reaction solution was cooled to room temperature
  2. filtrationthe precipitate was collected by filtration
  3. washwashed with water
  4. customThe obtained precipitate was dried
  5. custompurified by silica gel column chromatography (chloroform:methanol=96:4)

出典と根拠

ORDレコード
ord-db54ad2b0a6049fdb2c24daae20a88c0
出典データセット
uspto-grants-2012_07
特許番号
US08232284B2

反応ノート

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