Toluene → N-(3-Fluoro-4-(2-(5-formylpyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N-phenylcyclopropane-1,1-dicarboxamide

HRID 1047433노트

반응식

HRID 1047433 반응식
[O:1]1CCO[CH:2]1[C:6]1[CH:7]=[CH:8][C:9]([C:12]2[S:20][C:19]3[C:14](=[N:15][CH:16]=[CH:17][C:18]=3[O:21][C:22]3[CH:27]=[CH:26][C:25]([N:28]([C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)[C:29]([C:31]4([C:34]([NH2:36])=[O:35])[CH2:33][CH2:32]4)=[O:30])=[CH:24][C:23]=3[F:43])[CH:13]=2)=[N:10][CH:11]=1.C1(C)C=CC=CC=1>CC(C)=O.O.C(O)(C(F)(F)F)=O>[F:43][C:23]1[CH:24]=[C:25]([N:28]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:29]([C:31]2([C:34]([NH2:36])=[O:35])[CH2:33][CH2:32]2)=[O:30])[CH:26]=[CH:27][C:22]=1[O:21][C:18]1[CH:17]=[CH:16][N:15]=[C:14]2[CH:13]=[C:12]([C:9]3[CH:8]=[CH:7][C:6]([CH:2]=[O:1])=[CH:11][N:10]=3)[S:20][C:19]=12

참가 물질

6

반응물 2

HCID 1140TolueneHCID 66599014N-(4-(2-(5-(1,3-Dioxolan-2-yl)pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-N-phenylcyclopropane-1,1-dicarboxamide

생성물 1

HCID 86635186N-(3-Fluoro-4-(2-(5-formylpyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N-phenylcyclopropane-1,1-dicarboxamide수율 103%

시약·촉매·용매 3

HCID 180Acetone용매HCID 962Water용매HCID 6422Trifluoroacetic acid용매

실험 절차

Intermediate 41 (0.22 g, 0.37 mmol) was dissolved in acetone (50 mL) to give a colorless solution. The reaction mixture was diluted with water (20 mL) and TFA (2 mL), heated to reflux for 2 h, then cooled and concentrated. The precipitated product was isolated by suction filtration. A small amount of toluene (5 mL) was added to the wet solid, the mixture was concentrated to remove water azeotropically, and dried in vacuum to afford intermediate 42 (0.21 g, 103% yield, presumably as tri-fluoroacetate salt). MS (m/z): 553.2 (M+H).

후처리

  1. customto give a colorless solution
  2. temperatureheated
  3. temperatureto reflux for 2 h
  4. temperaturecooled
  5. concentrationconcentrated
  6. customThe precipitated product was isolated by suction filtration
  7. concentrationthe mixture was concentrated
  8. customto remove water azeotropically
  9. customdried in vacuum

출처 및 근거

ORD 기록
ord-94a04e6eef4f429e8e4050c5e3dc468b
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569503B2

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