Potassium Fluoride → 1-(2-Fluoro-4-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-1-carbonyl)phenyl)-3-(Pyrimidin-4-yl)urea

HRID 1807755노트

반응식

HRID 1807755 반응식
[Si]([O:8][C:9]([C:18]1[CH:49]=[CH:48][C:21]([CH2:22][N:23]2[CH2:28][CH2:27][N:26]([C:29]([C:31]3[CH:36]=[CH:35][C:34]([NH:37][C:38]([NH:40][C:41]4[CH:46]=[CH:45][N:44]=[CH:43][N:42]=4)=[O:39])=[C:33]([F:47])[CH:32]=3)=[O:30])[CH2:25][CH2:24]2)=[CH:20][CH:19]=1)([C:14]([F:17])([F:16])[F:15])[C:10]([F:13])([F:12])[F:11])(C(C)(C)C)(C)C.[F-].[K+]>O1CCCC1>[F:47][C:33]1[CH:32]=[C:31]([C:29]([N:26]2[CH2:27][CH2:28][N:23]([CH2:22][C:21]3[CH:20]=[CH:19][C:18]([C:9]([OH:8])([C:10]([F:13])([F:11])[F:12])[C:14]([F:15])([F:17])[F:16])=[CH:49][CH:48]=3)[CH2:24][CH2:25]2)=[O:30])[CH:36]=[CH:35][C:34]=1[NH:37][C:38]([NH:40][C:41]1[CH:46]=[CH:45][N:44]=[CH:43][N:42]=1)=[O:39]

참가 물질

4

반응물 2

HCID 522689Potassium FluorideHCID 866385631-(4-(4-(4-(2-(Tert-butyldimethylsilyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl)benzyl)-piperazine-1-carbonyl)-2-fluorophenyl)-3-(pyrimidin-4-yl)urea

생성물 1

HCID 445123941-(2-Fluoro-4-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-1-carbonyl)phenyl)-3-(Pyrimidin-4-yl)urea수율 15.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1-(4-(4-(4-(2-(tert-butyldimethylsilyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl)benzyl)-piperazine-1-carbonyl)-2-fluorophenyl)-3-(pyrimidin-4-yl)urea (0.088 mmol, 0.0627 g) and potassium fluoride (50% on celite) (0.877 mmol, 0.102 g) were combined and heated to reflux in tetrahydrofuran (5 mL) overnight. The reaction mixture was filtered and the filtrate concentrated under reduced pressure. The resulting residue was purified by silica column chromatography (eluant dichloromethane/methanol 0% to 5%) to afford the title compound (8 mg). MS (ESI) m/z 601.3 [M+H]+

후처리

  1. temperatureheated
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate concentrated under reduced pressure
  4. customThe resulting residue was purified by silica column chromatography (eluant dichloromethane/methanol 0% to 5%)

출처 및 근거

ORD 기록
ord-e789497be40c4fd983a34b845bcb9d8f
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08357679B2

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