tert-Butanol → N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-isopropylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide

HRID 79418

반응식

HRID 79418 반응식
CC(C)([O-])C.[K+].[CH:7]([N:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][OH:18])[CH2:12][CH2:11]1)([CH3:9])[CH3:8].C(O)(C)(C)C.F[C:25]1[CH:30]=[CH:29][N:28]2[C:31]([C:34]([NH:36][C:37]3[CH:45]=[CH:44][CH:43]=[C:42]4[C:38]=3[C:39]([CH2:54][CH3:55])=[N:40][N:41]4[CH2:46][C:47]3[CH:52]=[CH:51][CH:50]=[C:49]([CH3:53])[N:48]=3)=[O:35])=[CH:32][N:33]=[C:27]2[CH:26]=1>O>[CH2:54]([C:39]1[C:38]2[C:42](=[CH:43][CH:44]=[CH:45][C:37]=2[NH:36][C:34]([C:31]2[N:28]3[CH:29]=[CH:30][C:25]([O:18][CH2:17][CH2:16][N:13]4[CH2:12][CH2:11][N:10]([CH:7]([CH3:9])[CH3:8])[CH2:15][CH2:14]4)=[CH:26][C:27]3=[N:33][CH:32]=2)=[O:35])[N:41]([CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[C:49]([CH3:53])[N:48]=2)[N:40]=1)[CH3:55]

참가 물질

6

반응물 4

HCID 6386tert-ButanolHCID 47396302-(4-Isopropylpiperazin-1-yl)ethanolHCID 23665647Potassium tert-butoxideHCID 672598267-Fluoro-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

생성물 1

HCID 67261121N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(2-(4-isopropylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 50 mL round bottom flask was charged with solid potassium tert-butoxide (1.7 g, 14.8 mmol), 2-(4-isopropylpiperazin-1-yl)ethanol (2.88 g, 16.7 mmol), and tert-butanol (10 mL, 103 mmol). The mixture was stirred at ambient temperature for 1 hour before heating at 90° C. for 15 minutes to give a homogeneous mixture. 7-Fluoro-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (1.0 g, 2.3 mmol) was added in one portion. The mixture was heated at 90° C. with stirring for 16 hours. The mixture was cooled to ambient temperature before pouring into a 250 mL round bottom flask containing 150 mL of water. Vigorous stirring at ambient temperature for 2 hours resulted in a beige precipitate. The precipitate was collected by filtration and dried under high vacuum to give the product. MS (APCI), positive scan, m/z=581.1 (M+).

후처리

  1. temperaturebefore heating at 90° C. for 15 minutes
  2. customto give a homogeneous mixture
  3. temperatureThe mixture was heated at 90° C.
  4. stirringwith stirring for 16 hours
  5. temperatureThe mixture was cooled to ambient temperature
  6. additionbefore pouring into a 250 mL round bottom flask
  7. stirringVigorous stirring at ambient temperature for 2 hours
  8. customresulted in a beige precipitate
  9. filtrationThe precipitate was collected by filtration
  10. customdried under high vacuum
  11. customto give the product

출처 및 근거

ORD 기록
ord-da7fd37e376b4aaf91cbaf072af94b60
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841455B2

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