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Cesium carbonate → HCID 67362631, compound

HRID 1183189
Notes
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Reaction equation

HRID 1183189 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:9]=[C:8]([OH:10])[N:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[N:6]=1)=[O:4].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28]>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:9]=[C:8]([O:10][CH2:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])[N:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[N:6]=1)=[O:4]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 21642BromopinacoloneHCID 178498589HCID 178498589, compound

Product 1

HCID 67362631HCID 67362631, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

200 mg (0.85 mmol) of 1-(2-fluoro-phenyl)-5-hydroxy-1H-pyrazole-3-carboxylic acid methyl ester were dissolved in 5 ml of DMF. 552 mg (1.7 mmol) of cesium carbonate and 152 mg (0.85 mmol) of 1-bromo-3,3-dimethyl-butan-2-one were added and the mixture was heated to 50° C. for 6 h. Then the mixture was filtered and the solvent removed in vacuo. The obtained crude title compound was subjected to hydrolysis without further purification.

Workup

  1. filtrationThen the mixture was filtered
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-b6ec86607a68405d852e31427c76f1c0
Source dataset
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08664257B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes