Potassium Carbonate → HCID 20275393, compound

HRID 370733Notes

Reaction equation

C([S:4][CH2:5][CH:6]([CH3:20])[C:7]([NH:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([CH:19]=1)[C:15]([O:17]C)=[O:16])=[O:8])(=O)C.C(SCC(C)C(NC1N=CC=CC=1C(OC)=O)=O)(=O)C.C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+]>>[SH:4][CH2:5][CH:6]([CH3:20])[C:7]([NH:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([CH:19]=1)[C:15]([OH:17])=[O:16])=[O:8]

Participants

Reactant 4

HCID 11430Potassium Carbonate

HCID 14798Sodium Hydroxide

HCID 20275376HCID 20275376, compound

HCID 20275380HCID 20275380, compound

Product 1

HCID 20275393HCID 20275393, compound

Procedure

Following the procedure of Example 3, but substituting an equivalent amount of methyl 5-(2-acetylthiomethyl-propionamido)-nicotinate, obtained as disclosed in Example 12, for methyl 2-(2-acetylthiomethyl-propionamido)-nicotinate and substituting an equivalent amount of potassium carbonate for sodium hydroxide and maintaining the reaction mixture under stirring for six hours at room temperature, 5-(2-mercaptomethyl-propionamido)-nicotinic acid is obtained after purification on a silica gel column (eluent methylene chloride/methanol 99:1); m.p. 160°-165° C., from acetone.

Workup

customobtained
temperaturemaintaining the reaction mixture

Sources & evidence

ORD record: ord-35558f5839c9442d81eba3e36c1d22c4
Source dataset: uspto-grants-1985_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04528296

Reaction notes

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