Piperazine → 6-Chloro-7-(4-hydroxypiperidin-1-yl)-2-piperazin-1-yl-4-pyrrolidin-1-yl-pteridine

HRID 330851ノート

反応式

HRID 330851 の反応式
[N:1]1([C:6]2[C:15]3[C:10](=[N:11][C:12](Cl)=[C:13]([Cl:16])[N:14]=3)[N:9]=[C:8](Cl)[N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH:19][CH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.C(N(C(C)C)CC)(C)C.[NH:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1>O1CCOCC1>[Cl:16][C:13]1[N:14]=[C:15]2[C:10](=[N:11][C:12]=1[N:23]1[CH2:24][CH2:25][CH:20]([OH:19])[CH2:21][CH2:22]1)[N:9]=[C:8]([N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1)[N:7]=[C:6]2[N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 4837PiperazineHCID 79341Piperidin-4-olHCID 81531DiisopropylethylamineHCID 137998844-Pyrrolidin-1-yl-2,6,7-trichloropteridine

生成物 1

HCID 866167636-Chloro-7-(4-hydroxypiperidin-1-yl)-2-piperazin-1-yl-4-pyrrolidin-1-yl-pteridine

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
40 °C

実験手順

a)+b) 80 mg (0.26 mmol) 4-pyrrolidin-1-yl-2,6,7-trichloro-pteridine are dissolved in 5 ml dioxane and combined with 29 mg (0.29 mmol) 4-hydroxypiperidin and 49 μl (0.37 mmol) diisopropylethylamine. The mixture is stirred for approx. 16 h at 40° C. The reaction mixture is then slowly added dropwise to a solution of 113 mg (1 mmol) piperazine in 15 ml dioxane at a temperature of 80° C. The mixture is stirred for approx. 16 h at 80° C., cooled to ambient temperature and then poured onto ice water. It is extracted with dichloromethane, the organic phase is dried on sodium sulphate and the solvent is eliminated in vacuo. The residue is taken up in some dichloromethane and combined with petroleum ether, the precipitate formed is suction filtered. Yield 58 mg (53% of theoretical).

後処理

  1. stirringThe mixture is stirred for approx. 16 h at 80° C.
  2. temperaturecooled to ambient temperature
  3. additionpoured onto ice water
  4. extractionIt is extracted with dichloromethane
  5. customthe organic phase is dried on sodium sulphate
  6. customthe precipitate formed
  7. filtrationfiltered

出典と根拠

ORDレコード
ord-c7ac017b0edf477ea885dc502f2b3938
出典データセット
uspto-grants-2014_11
特許番号
US08877756B2

反応ノート

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