Cesium carbonate → HCID 67362940, compound

HRID 1183168Notes

Reaction equation

HRID 1183168 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([OH:13])=[CH:11][C:10]([C:14]([O:16][CH3:17])=[O:15])=[N:9]1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:25][CH:26]1[CH2:28][CH2:27]1>C1COCC1>[CH3:17][O:16][C:14]([C:10]1[CH:11]=[C:12]([O:13][CH2:25][CH:26]2[CH2:28][CH2:27]2)[N:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[N:9]=1)=[O:15]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 81503BromomethylcyclopropaneHCID 178498589HCID 178498589, compound

Product 1

HCID 67362940HCID 67362940, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

150 mg (0.635 mmol) of methyl 1-(2-fluoro-phenyl)-5-hydroxy-1H-pyrazole-3-carboxylate were dissolved in 8 ml of THF. 207 mg (0.635 mmol) of cesium carbonate and 400 mg (2.96 mmol) of bromomethyl-cyclopropane were added and the mixture was heated to 50° C. for 6 h. Then the mixture was filtrated and the solvent removed in vacuo. The crude title compound was used in the next step without further purification.

Workup

  1. filtrationThen the mixture was filtrated
  2. customthe solvent removed in vacuo
  3. customThe crude title compound was used in the next step without further purification

Sources & evidence

ORD record
ord-8004d0099c434602b8c3a369ab9f6efc
Source dataset
uspto-grants-2014_03
Patent number
US08664257B2

Reaction notes

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