Hydrochloric Acid → HCID 53418083, compound

HRID 1526588Notes

Reaction equation

HRID 1526588 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([CH3:12])[C:5]([C:8]([O:10]C)=[O:9])=[N:6][CH:7]=1.[OH-].[Na+].Cl>O1CCOCC1>[Cl:1][C:2]1[N:3]=[C:4]([CH3:12])[C:5]([C:8]([OH:10])=[O:9])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 72218580Methyl 5-chloro-3-methylpyrazine-2-carboxylate2×

Product 1

HCID 53418083HCID 53418083, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of methyl 5-chloro-3-methylpyrazine-2-carboxylate (0.117 g, 0.627 mmol) (Step 3 of Intermediate 24) and sodium hydroxide 5N (0.150 ml, 0.752 mmol) in dioxane (5 mL) was stirred at room temperature for 30 minutes. The reaction mixture was acidified with 2N HCl to pH 4 and extracted with EtOAc (2×). The combined organic extracts were dried over Na2SO4 and the filtrate was concentrated to afford the title compound (91.0 mg, 84%). MS m/z=172.9 (M+H)+.

Workup

  1. extractionextracted with EtOAc (2×)
  2. dry with materialThe combined organic extracts were dried over Na2SO4
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-81e51714c09f4691b08837b24911c682
Source dataset
uspto-grants-2015_07
Patent number
US09085576B2

Reaction notes

Loading…