Diisopropylethylamine → Trifluoroacetic acid

HRID 521241노트

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HRID 521241 반응식
[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]

참가 물질

7

반응물 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-trifluoroacetate2회

생성물 2

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-06c61c675a614ba2bd1d517aad6a3682
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09328099B2

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