Ethyl pyruvate → HCID 86694247, compound

HRID 707386Notes

Reaction equation

HRID 707386 reaction equation
[Cl:1][C:2]1[C:7]([Mg]Br)=[CH:6][CH:5]=[CH:4][N:3]=1.[C:10]([O:15][CH2:16][CH3:17])(=[O:14])[C:11]([CH3:13])=[O:12]>C1COCC1>[Cl:1][C:2]1[C:7]([C:11]([OH:12])([CH3:13])[C:10]([O:15][CH2:16][CH3:17])=[O:14])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 12041Ethyl pyruvateHCID 178478342HCID 178478342, compound

Product 1

HCID 86694247HCID 86694247, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the Grignard solution prepared above (approximately (2-chloropyridin-3-yl)magnesium bromide (0.564 g, 2.6 mmol) in THF) was added ethyl pyruvate (Sigma Aldrich, 0.289 ml, 2.60 mmol). The resulting mixture was stirred at room temperature for 2 hr. Reaction mixture was quenched with saturated NH4Cl and extracted with EtOAc. Material was advanced to the next step. M: 229.9.

Workup

  1. customReaction mixture
  2. customwas quenched with saturated NH4Cl
  3. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-bc9ab3c8c22e402ea41a6b5338c6dd4d
Source dataset
uspto-grants-2015_11
Patent number
US09174992B2

Reaction notes

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