Methyl iodide → HCID 66958604, compound

HRID 2283898Notes

Reaction equation

HRID 2283898 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[C:8]([CH2:9][C:10]([OH:13])([CH3:12])[CH3:11])=[CH:7][C:6]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:5]1.[H-].[Na+].I[CH3:22]>C1COCC1>[OH:13][C:10]([CH3:12])([CH3:11])[CH2:9][C:8]1[N:4]([CH2:3][CH2:2][O:1][CH3:22])[N:5]=[C:6]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 66958740HCID 66958740, compound

Product 1

HCID 66958604HCID 66958604, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl 1-(2-hydroxyethyl)-5-(2-hydroxy-2-methylpropyl)-1H-pyrazole-3-carboxylate (24.6 g, 95.9 mmol) in THF (191 mL) was cooled to 0° C. Sodium hydride (4.6 g of a 60% dispersion in mineral oil, 110 mmol) was added, and iodomethane (6.6 mL, 105 mmol) was added dropwise over a period of ten minutes. The reaction was allowed to warm to ambient temperature and stirred for six hours. The work-up procedure described in Part B of Example 1255 was followed to provide ethyl 5-(2-hydroxy-2-methylpropyl)-1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate as a light brown oil.

Sources & evidence

ORD record
ord-a29e01cbeafa47248d8f2b5f28eb328d
Source dataset
uspto-grants-2015_09
Patent number
US09145410B2

Reaction notes

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