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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
ノート
印刷プレビュー

反応式

HRID 2199322 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 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

生成物 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
収率 78.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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].

後処理

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

出典と根拠

ORDレコード
ord-2dfddf101ff24e01aee438b1917908b3
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09358231B2

反応ノート

読み込み中…

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