Iodoethane → methyl 3-ethoxy-1-methyl-1H-pyrazole-5-carboxylate

HRID 1663674Notes

Reaction equation

HRID 1663674 reaction equation
[OH:1][C:2]1[CH:6]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:4]([CH3:11])[N:3]=1.I[CH2:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:13]([O:1][C:2]1[CH:6]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:4]([CH3:11])[N:3]=1)[CH3:14]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178498598HCID 178498598, compound

Product 1

HCID 57441049methyl 3-ethoxy-1-methyl-1H-pyrazole-5-carboxylateYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using methyl 3-hydroxy-1-methyl-1H-pyrazole-5-carboxylate (2.34 g, 15.0 mmol), iodoethane (3.51 g, 22.5 mmol), potassium carbonate (4.15 g, 30.0 mmol) and N,N-dimethylformamide (15 mL), and in the same manner as in Reference Example 57, the title compound (2.59 g, yield 94%) was obtained.

Sources & evidence

ORD record
ord-a40926337f784c2da0098cb2732c98d3
Source dataset
uspto-grants-2011_10
Patent number
US08034812B2

Reaction notes

Loading…