Methyl iodide → HCID 68701854, compound

HRID 2244366Notes

Reaction equation

HRID 2244366 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:13])=[N:8][NH:9][C:10]=1[NH:11][CH3:12])=[O:5])[CH3:2].[OH-].[Na+].I[CH3:17]>CO>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:13])=[N:8][N:9]([CH3:17])[C:10]=1[NH:11][CH3:12])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178469277HCID 178469277, compound

Product 1

HCID 68701854HCID 68701854, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 100 mg of 3-methyl-5-methylamino-1H-pyrazole-4-carboxylic acid ethyl ester (0.55 mmol) in methanol (5 ml) were added 52 mg of sodium hydroxide (1.3 mmol) and 77 mg of iodomethane (0.54 mmol) and the mixture was stirred at RT over night. The reaction mixture was then concentrated in vacuo at low temperature and 33 mg (31%) of 1,3-dimethyl-5-methylamino-1H-pyrazole-4-carboxylic acid ethyl ester were isolated from the remaining solid by HPLC (reversed phase, MeCN/water 20:80 to 50:50). MS (ISP) 198.2 (M+H)+.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo at low temperature

Sources & evidence

ORD record
ord-6bf639905d1641a797edaacb0a7443ef
Source dataset
uspto-grants-2010_03
Patent number
US07678818B2

Reaction notes

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