Trimethylsilyldiazomethane → HCID 23503245, compound

HRID 1835158Notes

Reaction equation

HRID 1835158 reaction equation
C[Si]([CH:5]=[N+:6]=[N-:7])(C)C.[CH3:8][CH:9]([CH3:20])[CH2:10][C:11](=[O:19])[C:12]#[C:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]>>[CH3:8][CH:9]([CH3:20])[CH2:10][C:11]([C:12]1[NH:7][N:6]=[CH:5][C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:19]

Participants

3

Reactant 2

HCID 167693TrimethylsilyldiazomethaneHCID 23503271Ethyl 6-methyl-4-oxo-2-heptynoate

Product 1

HCID 23503245HCID 23503245, compound

Procedure

(Trimethylsilyl)diazomethane (2.0M in hexanes, 25 ml) was added slowly with stirring under nitrogen to ethyl 6-methyl-4-oxo-2-heptynoate (7.0 g) in drytetrahydrofuran (20 ml) in a cold water bath. After 16 hours the reaction was evaporated to an oil, which was subjected to chromatography on silica (ethyl acetate/isohexane 1:2) to give the first eluted product, ethyl 5-(3-methyl-1-oxobutyl)-1H-pyrazole4-carboxylate (2.33 g).

Workup

  1. customAfter 16 hours the reaction was evaporated to an oil, which

Sources & evidence

ORD record
ord-23a37403925d4318b3c2b714cfaf5c17
Source dataset
uspto-grants-2004_08
Patent number
US06770646B2

Reaction notes

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