Hydrochloric Acid → 3-Benzylsulfonylamino-6-methyl-1-carboxymethyl-2-pyridinone

HRID 2113044Notes

Reaction equation

HRID 2113044 reaction equation
Cl.[CH2:2]([S:9]([NH:12][C:13]1[C:14](=[O:28])[N:15]([CH2:20][C:21]([O:23]C(C)(C)C)=[O:22])[C:16]([CH3:19])=[CH:17][CH:18]=1)(=[O:11])=[O:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(OC(=O)C)C>[CH2:2]([S:9]([NH:12][C:13]1[C:14](=[O:28])[N:15]([CH2:20][C:21]([OH:23])=[O:22])[C:16]([CH3:19])=[CH:17][CH:18]=1)(=[O:11])=[O:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 106442233-Benzylsulfonylamino-6-methyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone

Product 1

HCID 154582213-Benzylsulfonylamino-6-methyl-1-carboxymethyl-2-pyridinoneYield 98.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

HCl gas was bubbled at 0° C. into a stirred suspension of tert-butyl 2-[3-[(benzylsulfonyl)amino]-6-methyl-2-oxo-1(2H)-pyridinyl]acetate (2.32 g, 5.91 mmol) in ethylacetate until the solution was completed. The HCl-saturated solution was stirred for further one hour at room temperature to form the thick precipitate. The product was collected by filtration to give 1.95 g (5.80 mmol) of a pale pink compound.

Workup

  1. customto form the thick precipitate
  2. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-02d3317ab955492591eb0fed7d38f2e5
Source dataset
uspto-grants-2009_04
Patent number
US07524871B2

Reaction notes

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