Cesium carbonate → 4-bromo-1-(2,2,2-trifluoroethyl)-1H-pyrazole

HRID 1466850Notes

Reaction equation

HRID 1466850 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.[F:7][C:8]([F:12])([F:11])[CH2:9]I.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH2:9][C:8]([F:12])([F:11])[F:7])[CH:6]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 163754-BromopyrazoleHCID 677091,1,1-Trifluoro-2-iodoethane

Product 1

HCID 610302834-bromo-1-(2,2,2-trifluoroethyl)-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Bromo-1-H-pyrazole (9.4 mmol, 1.38 g), 1,1,1-trifluoro-2-iodo-ethane (28.2 mmol, 2.75 mL), and cesium carbonate (14.1 mmol, 4.58 g) were combined in DMF (10 mL) and stirred at room temperature for overnight. The resulting mixture was subjected to standard aqueous workup to afford the title compound which was used crude in the next step.

Sources & evidence

ORD record
ord-582b37d262ab4f7d8504de12e84a0ac9
Source dataset
uspto-grants-2015_04
Patent number
US09000025B2

Reaction notes

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