1-Methylpiperazine → 4-[4-ethoxy-3-(trifluoromethyl)phenyl]-7-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile

HRID 522292ノート

反応式

HRID 522292 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(N(CC)C(C)C)(C)C.F[P-](F)(F)(F)(F)F.C(C(=NO[C+](N(C)C)N1CCOCC1)C(OCC)=O)#N.[C:44]([C:46]1[N:47]=[C:48]([C:59]2[CH:64]=[CH:63][C:62]([O:65][CH2:66][CH3:67])=[C:61]([C:68]([F:71])([F:70])[F:69])[CH:60]=2)[C:49]2[CH:54]=[CH:53][N:52]([CH2:55][C:56](O)=[O:57])[C:50]=2[N:51]=1)#[N:45]>O.CN(C=O)C>[CH2:66]([O:65][C:62]1[CH:63]=[CH:64][C:59]([C:48]2[C:49]3[CH:54]=[CH:53][N:52]([CH2:55][C:56]([N:5]4[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]4)=[O:57])[C:50]=3[N:51]=[C:46]([C:44]#[N:45])[N:47]=2)=[CH:60][C:61]=1[C:68]([F:69])([F:70])[F:71])[CH3:67]

参加物

7

反応物 4

HCID 531671-MethylpiperazineHCID 81531DiisopropylethylamineHCID 90065599{2-cyano-4-[4-ethoxy-3-(trifluoromethyl)phenyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}acetic acidHCID 178472143HCID 178472143、化合物

生成物 1

HCID 1178995474-[4-ethoxy-3-(trifluoromethyl)phenyl]-7-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

1-Methylpiperazine (42 μL), N,N-diisopropylethylamine (66 μL), and (1-cyano-2-ethoxy-2-oxoethylidene aminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate (187 mg) were added to a mixture of {2-cyano-4-[4-ethoxy-3-(trifluoromethyl)phenyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}acetic acid (100 mg) and DMF (4 mL) at room temperature, and the mixture was stirred at the same temperature for 2 hours. After water was added to the reaction mixture, the precipitate was collected by filtration, and washed with water. After the obtained solid was dissolved in CHCl3, the solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (CHCl3:MeOH=100:0 to 50:50), whereby 4-[4-ethoxy-3-(trifluoromethyl)phenyl]-7-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (82 mg) was obtained as a white solid.

後処理

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with water
  3. dissolutionAfter the obtained solid was dissolved in CHCl3
  4. concentrationthe solution was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (CHCl3:MeOH=100:0 to 50:50)

出典と根拠

ORDレコード
ord-9fea9a1a8cb64d1797ceb0c09108ed39
出典データセット
uspto-grants-2016_05
特許番号
US09328118B2

反応ノート

読み込み中…