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Diisopropylethylamine → HCID 178434563, 화합물

HRID 522079
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HRID 522079 반응식
CN(C(O[N:9]1[N:17]=[N:16][C:11]2[CH:12]=[CH:13]C=N[C:10]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[Cl:25][C:26]1[CH:48]=[CH:47][C:46]([C:49]2[C:54]([F:55])=[CH:53][CH:52]=[CH:51][N:50]=2)=[CH:45][C:27]=1[C:28]([NH:30][C:31]1[N:35]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[N:34]=[C:33]([C:42](O)=[O:43])[CH:32]=1)=[O:29].CCN(C(C)C)C(C)C.CC1C(N)=CNN=1>CN(C=O)C.CCOC(C)=O>[Cl:25][C:26]1[CH:48]=[CH:47][C:46]([C:49]2[C:54]([F:55])=[CH:53][CH:52]=[CH:51][N:50]=2)=[CH:45][C:27]=1[C:28]([NH:30][C:31]1[N:35]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[N:34]=[C:33]([C:42]([NH:16][C:11]2[C:12]([CH3:13])=[N:17][NH:9][CH:10]=2)=[O:43])[CH:32]=1)=[O:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

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 1184971095-(2-chloro-5-(3-fluoropyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylic acidHCID 178434557HCID 178434557, 화합물

생성물 1

HCID 178434563HCID 178434563, 화합물
수율 29.5%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of HATU (0.3 mmol, 113 mg) and 5-(2-chloro-5-(3-fluoropyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylic acid (Example 105, 0.23 mmol, 100 mg) in DMF (0.9 mL) was added DIPEA (1.10 mmol, 0.191 mL). The solution was stirred at room temperature for 15 minutes. 3-methyl-1H-pyrazol-4-amine (0.23 mmol, 100 mg) was added and the reaction stirred at room temperature for 18 hours. The reaction was diluted with EtOAc (20 mL), washed with NaHCO3 (20 mL), 10% aqueous citric acid solution (20 mL) and brine (20 mL). The organic layer was dried over sodium sulphate and concentrated in vacuo. The residue was purified using reverse phase column chromatography to afford the title compound as a yellow solid (35 mg, 29%).

후처리

  1. stirringthe reaction stirred at room temperature for 18 hours
  2. washwashed with NaHCO3 (20 mL), 10% aqueous citric acid solution (20 mL) and brine (20 mL)
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified

출처 및 근거

ORD 기록
ord-b079327898c0470c86cfb8b5e3eb952a
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09328096B2

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