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Cesium carbonate → 6-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide

HRID 416474
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HRID 416474 반응식
[CH:1]1([C:4]([OH:28])([CH3:27])[CH2:5][NH:6][C:7]([C:9]2[C:14]([C:15]([F:18])([F:17])[F:16])=[N:13][C:12](Br)=[C:11]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[N:10]=2)=[O:8])[CH2:3][CH2:2]1.[C:29](=[O:32])([O-])[O-].[Cs+].[Cs+]>C(O)C(F)(F)F>[CH:1]1([C:4]([OH:28])([CH3:27])[CH2:5][NH:6][C:7]([C:9]2[C:14]([C:15]([F:18])([F:17])[F:16])=[N:13][C:12]([O:32][CH2:29][C:15]([F:18])([F:17])[F:16])=[C:11]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[N:10]=2)=[O:8])[CH2:3][CH2:2]1
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4

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HCID 10796Cesium carbonateHCID 866347045-Bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide

생성물 1

HCID 442242756-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide수율 153.9%

시약·촉매·용매 1

HCID 64092,2,2-Trifluoroethanol용매

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온도
80 °C

실험 절차

A mixture of 0.050 g 5-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide and 0.050 g cesium carbonate in 0.5 ml trifluoroethanol was heated to 80° C. for 20 min. The reaction mixture was partitioned between 10% citric acid and ethyl acetate. The phases were separated and the organic phase was washed with brine evaporated and the crystalline residue was triturated under heptane to yield 0.040 g of the title compound as off white powder. MS (M−H) at 496.4 and 498.4.

후처리

  1. customThe reaction mixture was partitioned between 10% citric acid and ethyl acetate
  2. customThe phases were separated
  3. washthe organic phase was washed with brine
  4. customevaporated
  5. customthe crystalline residue was triturated under heptane

출처 및 근거

ORD 기록
ord-4de699042ce245c8b9901268e55fe97e
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08088920B2

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