1,4-Dioxane hydrochloride → HCID 67546821, compound

HRID 2356758Notes

Reaction equation

HRID 2356758 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]2[O:11]C=[N:9][C:8]=2[C:12]([O:14][CH3:15])=[O:13])=[CH:4][CH:3]=1.Cl.O1CCOCC1>CO>[ClH:1].[NH2:9][CH:8]([C:7]([C:5]1[S:6][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:11])[C:12]([O:14][CH3:15])=[O:13]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 67548016HCID 67548016, compound

Product 1

HCID 67546821HCID 67546821, compoundYield 199%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of methyl 5-(5-chlorothiophen-2-yl)oxazol-4-carboxylate (12.6 g) in methanol (150 ml) was added 4N hydrogen chloride-dioxane solution (100 ml) under argon atmosphere, and the mixture was stirred at 70° C. for overnight. The reaction mixture was cooled and the solvent was removed under reduced pressure, and the resulting residue was triturated with acetone to obtain methyl 2-amino-3-(5-chlorothiophen-2-yl)-3-oxo-propionate hydrochloride (13.9 g) as colorless powder.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customthe solvent was removed under reduced pressure
  3. customthe resulting residue was triturated with acetone

Sources & evidence

ORD record
ord-463429917d8a4dea86d830c14a965569
Source dataset
uspto-grants-2010_07
Patent number
US07759373B2

Reaction notes

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