Potassium Hydroxide → HCID 68405890, compound

HRID 2244428Notes

Reaction equation

HRID 2244428 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([CH2:18][CH2:19][O:20][CH3:21])[S:9][C:10]=1[NH:11][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=[O:5])C.[OH-].[K+]>CO.O>[CH3:21][O:20][CH2:19][CH2:18][C:8]1[S:9][C:10]([NH:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[C:6]([C:4]([OH:5])=[O:3])[N:7]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 68407249HCID 68407249, compound

Product 1

HCID 68405890HCID 68405890, compoundYield 51.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

A solution of 2-(2-methoxy-ethyl)-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid ethyl ester (0.17 g, 0.56 mmol) in methanol (1.00 ml) was treated with a 2.55 N solution of KOH in water (0.66 ml). The mixture was stirred at 55° C. for 40 min, then the volatiles were evaporated. The residue was redissolved in water (1.30 ml) and acidified to pH 3 with 1N HCl. Filtration and drying under vacuum afforded 2-(2-methoxy-ethyl)-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid (0.08 g, 50%), MS (ISP): m/e=278.1 (M−H)

Workup

  1. customthe volatiles were evaporated
  2. dissolutionThe residue was redissolved in water (1.30 ml)
  3. filtrationFiltration
  4. customdrying under vacuum

Sources & evidence

ORD record
ord-4ffa947ecb25411fa22e531ea9e50d7a
Source dataset
uspto-grants-2010_03
Patent number
US07678815B2

Reaction notes

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