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Diisopropylethylamine → 4-chloro-N-(5-(4((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamido)-2-methylphenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

HRID 2199322
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HRID 2199322 반응식
[Cl:1][C:2]1[C:7]([C:8](O)=[O:9])=[CH:6][N:5]=[C:4]2[N:11]([S:14]([C:17]3[CH:23]=[CH:22][C:20]([CH3:21])=[CH:19][CH:18]=3)(=[O:16])=[O:15])[CH:12]=[CH:13][C:3]=12.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH2:57][C:58]1[CH:59]=[C:60]([NH:65][C:66](=[O:86])[C:67]2[CH:72]=[CH:71][C:70]([CH2:73][N:74]3[CH2:79][CH2:78][N:77]([CH2:80][CH3:81])[CH2:76][CH2:75]3)=[C:69]([C:82]([F:85])([F:84])[F:83])[CH:68]=2)[CH:61]=[CH:62][C:63]=1[CH3:64]>CN(C=O)C.O>[Cl:1][C:2]1[C:7]([C:8]([NH:57][C:58]2[CH:59]=[C:60]([NH:65][C:66](=[O:86])[C:67]3[CH:72]=[CH:71][C:70]([CH2:73][N:74]4[CH2:79][CH2:78][N:77]([CH2:80][CH3:81])[CH2:76][CH2:75]4)=[C:69]([C:82]([F:85])([F:84])[F:83])[CH:68]=3)[CH:61]=[CH:62][C:63]=2[CH3:64])=[O:9])=[CH:6][N:5]=[C:4]2[N:11]([S:14]([C:17]3[CH:18]=[CH:19][C:20]([CH3:21])=[CH:22][CH:23]=3)(=[O:15])=[O:16])[CH:12]=[CH:13][C:3]=12
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참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 67324831N-(3-amino-4-methylphenyl)-4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamideHCID 673458404-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid

생성물 1

HCID 68305653
4-chloro-N-(5-(4((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamido)-2-methylphenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxamide
수율 78.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (50 mg, 0.14 mmol) in DMF(1 mL) were added HATU (162 mg, 0.43 mmol), DIEA (0.12 mL, 0.71 mmol) and N-(3-amino-4-methylphenyl)-4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamide (60 mg, 0.14 mmol). The reaction mixture was stirred for overnight at room temperature after which, it was poured to water and the produced solid was filtered. The crude solid was dried with nitrogen gas flow. The title compound (85 mg, 0.11 mmol) was used next reaction without further purification. MS m/z: 753 [M+1].

후처리

  1. filtrationthe produced solid was filtered
  2. customThe crude solid was dried with nitrogen gas flow

출처 및 근거

ORD 기록
ord-2dfddf101ff24e01aee438b1917908b3
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09358231B2

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