4-Piperidinecarboxylic acid → 1-(4-Oxo-4,5-dihydro-thiazol-2-yl)piperidine-4-carboxylic acid

HRID 1949500Notes

Reaction equation

HRID 1949500 reaction equation
CS[C:3]1[S:4][CH2:5][C:6](=[O:8])[N:7]=1.[NH:9]1[CH2:14][CH2:13][CH:12]([C:15]([OH:17])=[O:16])[CH2:11][CH2:10]1>CO>[O:8]=[C:6]1[CH2:5][S:4][C:3]([N:9]2[CH2:14][CH2:13][CH:12]([C:15]([OH:17])=[O:16])[CH2:11][CH2:10]2)=[N:7]1

Participants

4

Reactant 2

HCID 37734-Piperidinecarboxylic acidHCID 14820222-(Methylsulfanyl)-4,5-dihydro-1,3-thiazol-4-one

Product 1

HCID 672406401-(4-Oxo-4,5-dihydro-thiazol-2-yl)piperidine-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-methylsulfanyl-thiazol-4-one (4.4 g, 30 mmol) in MeOH (60 mL) was added piperidine-4-carboxylic acid (3.9 g, 30 mmol). The mixture was stirred at room temperature for 16 hours. The resulting solid was collected by filtration, washed with fresh MeOH and dried to give the title compound.

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with fresh MeOH
  3. customdried

Sources & evidence

ORD record
ord-72f7a526c84c4e3faa7d653322bc5d49
Source dataset
uspto-grants-2013_03
Patent number
US08399681B2

Reaction notes

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