Potassium Carbonate → methyl 3-(2-methoxyethoxy)-1-methyl-1H-pyrazole-5-carboxylate

HRID 2391172Notes

Reaction equation

HRID 2391172 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.Br[CH2:13][CH2:14][O:15][CH3:16].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:16][O:15][CH2:14][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

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 178498598HCID 178498598, compound

Product 1

HCID 57441051methyl 3-(2-methoxyethoxy)-1-methyl-1H-pyrazole-5-carboxylateYield 94.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using methyl 3-hydroxy-1-methyl-1H-pyrazole-5-carboxylate (2.34 g, 15.0 mmol), 1-bromo-2-methoxyethane (3.13 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 (3.03 g, yield 94%) was obtained.

Sources & evidence

ORD record
ord-b808a7f339504840b3cfdda19034ff2e
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Reaction notes

Loading…