Hydrochloric Acid → 3-Amino-1-carboxymethyl-4-(N-cyclobutylmethylsulfamoyl)-2-pyridinone

HRID 1953465Notes

Reaction equation

HRID 1953465 reaction equation
O.[OH-].[Li+].[NH2:4][C:5]1[C:6](=[O:26])[N:7]([CH2:20][C:21]([O:23]CC)=[O:22])[CH:8]=[CH:9][C:10]=1[S:11](=[O:19])(=[O:18])[NH:12][CH2:13][CH:14]1[CH2:17][CH2:16][CH2:15]1.Cl>O.CO.C1COCC1>[NH2:4][C:5]1[C:6](=[O:26])[N:7]([CH2:20][C:21]([OH:23])=[O:22])[CH:8]=[CH:9][C:10]=1[S:11](=[O:18])(=[O:19])[NH:12][CH2:13][CH:14]1[CH2:15][CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 23298253HCID 23298253, compound

Product 1

HCID 232982463-Amino-1-carboxymethyl-4-(N-cyclobutylmethylsulfamoyl)-2-pyridinone

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

Lithium hydroxide hydrate (40 mg, 0.952 mmol) was added to a stirred solution of 3-amino-4-(N-cyclobutylmethylsulfamoyl)-1-ethoxycarbonylmethyl-2-pyridinone (170 mg, 0.476 mmol) in 1:3:3 water/methanol/THF (14 mL). After 2 h, the reaction was acidified with 1M HCl and the mixture was partitioned between chloroform and brine. The organic layer was dried (Na2SO4) and evaporated to give the title compound as a solid;

Workup

  1. customthe mixture was partitioned between chloroform and brine
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-630a6582c5a14ee49e2911188a72c1c7
Source dataset
uspto-grants-2000_09
Patent number
US06117888

Reaction notes

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