Diisopropylethylamine → Trifluoroacetic acid

HRID 521241ノート

反応式

HRID 521241 の反応式
[F:1][C:2]([F:8])([F:7])[CH2:3][C:4](O)=[O:5].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:33][C:34]([F:39])([F:38])[C:35]([O-:37])=[O:36].[C:40]([C:43]1[C:44]([NH:57][C:58]2[CH:63]=[CH:62][C:61]([F:64])=[CH:60][CH:59]=2)=[N:45][N:46]([C:48]2([CH2:54][C:55]#[N:56])[CH2:53][CH2:52][NH2+:51][CH2:50][CH2:49]2)[CH:47]=1)(=[O:42])[NH2:41].CCN(C(C)C)C(C)C>CN(C=O)C>[C:35]([OH:37])([C:34]([F:39])([F:38])[F:33])=[O:36].[C:55]([CH2:54][C:48]1([N:46]2[CH:47]=[C:43]([C:40]([NH2:41])=[O:42])[C:44]([NH:57][C:58]3[CH:59]=[CH:60][C:61]([F:64])=[CH:62][CH:63]=3)=[N:45]2)[CH2:53][CH2:52][N:51]([C:4](=[O:5])[CH2:3][C:2]([F:8])([F:7])[F:1])[CH2:50][CH2:49]1)#[N:56]

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 27779723,3,3-Trifluoropropionic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 867294014-(4-carbamoyl-3-((4-fluorophenyl)amino)-1H-pyrazol-1-yl)-4-(cyanomethyl)piperidin-1-ium 2,2,2-trifluoroacetate2 回

生成物 2

HCID 6422Trifluoroacetic acidHCID 867294171-(4-(Cyanomethyl)-1-(3,3,3-trifluoropropanoyl)piperidin-4-yl)-3-(4-fluorophenylamino)-1H-pyrazole-4-carboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

3,3,3-Trifluoropropanoic acid (0.009 mL, 0.1 mmol) and HATU (40 mg, 0.11 mmol) were combined in DMF (0.15 mL) and allowed to stir at ambient temperature for 5 minutes. A solution of 4-{4-carbamoyl-3-[(4-fluorophenyl)amino]-1H-pyrazol-1-yl}-4-(cyanomethyl)piperidinium trifluoroacetate (Intermediate #38-5) (30 mg, 0.066 mmol) in DMF (0.10 mL) was then added to the reaction mixture, followed by DIPEA (0.045 mL, 0.26 mmol). The resulting solution was allowed to stir at ambient temperature for 16 hours. The mixture was then purified directly by mass-triggered reverse-phase preparative HPLC (MeCN/water, with 0.1% v/v TFA modifier) to afford the title compound, Example #35-1.

後処理

  1. stirringto stir at ambient temperature for 16 hours
  2. customThe mixture was then purified directly by mass-triggered reverse-phase preparative HPLC (MeCN/water

出典と根拠

ORDレコード
ord-06c61c675a614ba2bd1d517aad6a3682
出典データセット
uspto-grants-2016_05
特許番号
US09328099B2

反応ノート

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