Acetic Acid → HCID 24985951, compound

HRID 1887328Notes

Reaction equation

HRID 1887328 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([N:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:14][C:13]2=[O:24])[S:5][C:6]=1[C:7]([O:9]CC)=[O:8].[OH-].[Li+].C(O)(=O)C>O1CCCC1.O>[CH3:1][C:2]1[N:3]=[C:4]([N:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:14][C:13]2=[O:24])[S:5][C:6]=1[C:7]([OH:9])=[O:8]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 3939Lithium HydroxideHCID 24985793HCID 24985793, compound

Product 1

HCID 24985951HCID 24985951, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl 4-methyl-2-(2-oxo-4-phenylpyridin-1(2H)-yl)thiazole-5-carboxylate (0.25 g, 0.74 mmol) in a mixture of tetrahydrofuran (4 mL) and water (4 mL) was added lithium hydroxide (0.14 g, 3.68 mmol). The reaction mixture was heated at 50° C. for 4 hours, then cooled to ambient temperature and acidified to pH 6 with acetic acid. The solid obtained was collected by filtration, washed with water and dried in air. The title compound was obtained as a yellowish solid (0.20 g, 87%): MS (ES+) m/z 313.5 (M+1).

Workup

  1. temperaturecooled to ambient temperature
  2. customThe solid obtained
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried in air

Sources & evidence

ORD record
ord-b1b5ef3628654787ad4138dcda11882c
Source dataset
uspto-grants-2013_08
Patent number
US08501746B2

Reaction notes

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