Cesium carbonate → 1-(cyclopropylmethyl)-4-iodo-1H-pyrazole
Reaction equation
[I:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.Br[CH2:8][CH:9]1[CH2:11][CH2:10]1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH:9]1([CH2:8][N:4]2[CH:3]=[C:2]([I:1])[CH:6]=[N:5]2)[CH2:11][CH2:10]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
4-Iodo-1H-pyrazole (0.50 g, 2.5 mmol), bromomethyl cyclopropane (0.75 mL, 7.5 mmol), and cesium carbonate (1.20 g, 3.75 mmol) were combined in DMF (10 mL) and stirred at room temperature for overnight. The mixture was subjected to standard aqueous workup, and the crude residue was purified on silica gel (0-20% EtOAc in hexanes) to afford the title compound.
Workup
- customthe crude residue was purified on silica gel (0-20% EtOAc in hexanes)
Sources & evidence
- ORD record
- ord-b36178626e54437bb3bdb52c3f2f8f65
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09000025B2
Reaction notes
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