Trimethylsilyldiazomethane → HCID 59133866, compound

HRID 1097804Notes

Reaction equation

HRID 1097804 reaction equation
[CH3:1][CH:2]([N:4]1[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[C:6]([CH3:12])=[N:5]1)[CH3:3].[CH3:13][Si](C=[N+]=[N-])(C)C>C1C=CC=CC=1.CO>[CH3:3][CH:2]([N:4]1[CH:8]=[C:7]([C:9]([O:11][CH3:13])=[O:10])[C:6]([CH3:12])=[N:5]1)[CH3:1]

Participants

5

Reactant 2

HCID 167693TrimethylsilyldiazomethaneHCID 142779111-Isopropyl-3-methyl-1H-pyrazole-4-carboxylic acid

Product 1

HCID 59133866HCID 59133866, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 887MethanolSolvent

Procedure

To a solution of 1-(1-methylethyl)-3-methyl-1H-pyrazole-4-carboxylic acid (2.00 g, 11.9 mmol) in benzene (15.9 mL) and methanol (7.93 mL) at room temperature was added 2M trimethylsilyldiazomethane (23.8 mL). The resulting solution was stirred at room temperature for 3 hours. Solvent was removed at reduced pressure on a rotary evaporator to yield the title compound (2.17 g, 111.89 mmol, 100% yield) as a white solid.

Workup

  1. customSolvent was removed at reduced pressure on a rotary evaporator

Sources & evidence

ORD record
ord-b567c7d746ad44558b5b967c5c15a2b8
Source dataset
uspto-grants-2012_03
Patent number
US08143243B2

Reaction notes

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