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 522292노트

반응식

HRID 522292 반응식
[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]

참가 물질

7

반응물 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, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-9fea9a1a8cb64d1797ceb0c09108ed39
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09328118B2

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