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

HRID 2384754Notes

Reaction equation

HRID 2384754 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-aa3edc77b75a4dea9a759f48546da926
Source dataset
uspto-grants-2012_09
Patent number
US08263781B2

Reaction notes

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