1-Methylpiperazine → 1-Cyclohexyl-5-[2-methoxy-4-(4-methyl-1-piperazinyl)phenyl]-3-methyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

HRID 915922ノート

反応式

HRID 915922 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.CC(C)([O-])C.[Na+].C(P(C(C)(C)C)C(C)(C)C)(C)(C)C.Br[C:28]1[CH:33]=[CH:32][C:31]([C:34]2[NH:35][C:36](=[O:50])[C:37]3[N:42]([CH:43]4[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]4)[N:41]=[C:40]([CH3:49])[C:38]=3[N:39]=2)=[C:30]([O:51][CH3:52])[CH:29]=1>O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(C)C=CC=CC=1>[CH:43]1([N:42]2[C:37]3[C:36](=[O:50])[NH:35][C:34]([C:31]4[CH:32]=[CH:33][C:28]([N:5]5[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]5)=[CH:29][C:30]=4[O:51][CH3:52])=[N:39][C:38]=3[C:40]([CH3:49])=[N:41]2)[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]1

参加物

8

反応物 4

HCID 531671-MethylpiperazineHCID 83681Tris(1,1-dimethylethyl)phosphine2 回HCID 23676156Sodium t-butoxideHCID 136005882HCID 136005882、化合物

生成物 1

HCID 1360057831-Cyclohexyl-5-[2-methoxy-4-(4-methyl-1-piperazinyl)phenyl]-3-methyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one収率 38%

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒2 回HCID 962Water溶媒HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

In a stream of argon, 166 μl (1.50 mmol) of N-methylpiperazine, 72 mg (0.75 mmol) of sodium tert-butoxide, 166 mg (0.01 mmol) of tri-tert-butylphosphine, and 1.6 mg (0.008 mmol) of palladium(II) acetate were added to a 2 ml toluene solution of 209 mg (0.50 mmol) of the compound obtained in Example 15, and the mixture was stirred at 110° C. for 2 hours. Further, 166 mg (0.01 mmol) of tri-tert-butylphosphine and 1.6 mg (0.008 mmol) of palladium(II) acetate were added, and the mixture was stirred at 110° C. for 8 hours. Then, the reaction mixture was brought to room temperature, diluted with water, and then extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=20/1) to obtain 82 mg (38%) of the captioned compound.

後処理

  1. stirringthe mixture was stirred at 110° C. for 8 hours
  2. customwas brought to room temperature
  3. extractionextracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (chloroform/methanol=20/1)

出典と根拠

ORDレコード
ord-2640370e1df244eca668cd5b73958f91
出典データセット
uspto-grants-2007_09
特許番号
US07268128B2

反応ノート

読み込み中…