Potassium Hydroxide → HCID 19101098, compound

HRID 1614181Notes

Reaction equation

HRID 1614181 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([NH:11][C:12]2[N:17]=[C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:15]([OH:22])=[C:14]([C:23]([CH3:26])([CH3:25])[CH3:24])[N:13]=2)[S:9][CH:10]=1)=[O:5])C.[OH-].[K+]>CO>[CH3:21][C:18]([C:16]1[C:15]([OH:22])=[C:14]([C:23]([CH3:24])([CH3:25])[CH3:26])[N:13]=[C:12]([NH:11][C:8]2[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)[N:17]=1)([CH3:19])[CH3:20]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 54479191HCID 54479191, compound

Product 1

HCID 19101098HCID 19101098, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-([4,6-bis(1,1-dimethylethyl)-5-hydroxy-2-pyrimidinyl]amino)-4-thiazolecarboxylic acid ethyl ester (0.5 g, 1.3 mmol) in 20 mL of methanol is treated with 10 mL of 1.0N KOH (aq) at room temperature. After 3.5 hours, the methanol is removed under reduced pressure, and the aqueous solution is acidified to pH 4 with concentrated HCl. The resulting precipitate is collected by filtration and recrystallized from MeOH/water. Yield of 2-([4,6-bis(1,1-dimethylethyl)-5-hydroxy-2-pyrimidinyl]amino)4-thiazolecarboxylic acid is 0.09 g (26%); mp 251°-253° C.

Workup

  1. customthe methanol is removed under reduced pressure
  2. filtrationThe resulting precipitate is collected by filtration
  3. customrecrystallized from MeOH/water

Sources & evidence

ORD record
ord-e7ec12b25a524d97b145aff7f9a44910
Source dataset
uspto-grants-1993_03
Patent number
US05196431

Reaction notes

Loading…