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Water → [3-(6-bromo-pyridin-2-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(2-morpholin-4-yl-ethyl)-amine

HRID 1809700
ノート
印刷プレビュー

反応式

HRID 1809700 の反応式
[CH3:1][Si:2]([CH2:5][CH2:6][O:7][CH2:8]Cl)([CH3:4])[CH3:3].[Br:10][C:11]1[N:16]=[C:15]([C:17]2[C:25]3[C:20](=[N:21][C:22](Cl)=[N:23][CH:24]=3)[NH:19][N:18]=2)[CH:14]=[CH:13][CH:12]=1.[O:27]1[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][NH2:35])[CH2:29][CH2:28]1.O>CN(C=O)C>[Br:10][C:11]1[N:16]=[C:15]([C:17]2[C:25]3[C:20](=[N:21][C:22]([NH:35][CH2:34][CH2:33][N:30]4[CH2:31][CH2:32][O:27][CH2:28][CH2:29]4)=[N:23][CH:24]=3)[N:19]([CH2:8][O:7][CH2:6][CH2:5][Si:2]([CH3:4])([CH3:3])[CH3:1])[N:18]=2)[CH:14]=[CH:13][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

6

反応物 4

HCID 962WaterHCID 4082852-MorpholinoethylamineHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 178478327HCID 178478327、化合物

生成物 1

HCID 86667960[3-(6-bromo-pyridin-2-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(2-morpholin-4-yl-ethyl)-amine

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

SEM-Cl (5.15 g, 30.9 mmol) was added dropwise to a solution of 3-(6-bromo-pyridin-2-yl)-6-chloro-1H-pyrazolo[3,4-d]pyrimidine (from Example 30 supra) (8.0 g, 25.8 mmol) and TEA (10.4 g, 103 mmol) in DMF (170 mL). The reaction was stirred at room temperature for 40 minutes. Then 2-morpholinoethanamine (4.03 g, 30.9 mmol) was added dropwise to the above solution. The mixture was heated at 55° C. for 12 hours. After cooling to room temperature, the reaction mixture was poured into water (500 mL) and extracted with ethyl acetate. Ethyl acetate solution was evaporated and purified by chromatography (silica gel, dichloromethane:MeOH, 50:1) to afford [3-(6-bromo-pyridin-2-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(2-morpholin-4-yl-ethyl)-amine as yellow solid. (Yield 5.6 g, 41%).

後処理

  1. temperatureThe mixture was heated at 55° C. for 12 hours
  2. temperatureAfter cooling to room temperature
  3. extractionextracted with ethyl acetate
  4. customEthyl acetate solution was evaporated
  5. custompurified by chromatography (silica gel, dichloromethane:MeOH, 50:1)

出典と根拠

ORDレコード
ord-1a52afef5212412d84e862be1522234b
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08362023B2

反応ノート

読み込み中…

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