Potassium Hydroxide → HCID 23680079, compound

HRID 1266328Notes

Reaction equation

HRID 1266328 reaction equation
[CH3:1][N:2]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]2[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=2)=[CH:23][CH:22]=1)(=[O:20])=[O:19])[C:3]1[N:8]2[N:9]=[C:10]([CH3:12])[CH:11]=[C:7]2[N:6]=[CH:5][C:4]=1[C:13]([O:15]CC)=[O:14].[OH-].[K+:35]>O1CCCC1>[CH3:1][N:2]([S:18]([C:21]1[CH:22]=[CH:23][C:24]([O:27][C:28]2[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=2)=[CH:25][CH:26]=1)(=[O:20])=[O:19])[C:3]1[N:8]2[N:9]=[C:10]([CH3:12])[CH:11]=[C:7]2[N:6]=[CH:5][C:4]=1[C:13]([O-:15])=[O:14].[K+:35]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 18549756HCID 18549756, compound

Product 1

HCID 23680079HCID 23680079, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1.25 g (2.67 mmol) of the preceding ester and 3.21 ml of 1N KOH in 15 ml of tetrahydrofuran was stirred at room temperature overnight. The mixture was filtered and the solid washed with diethyl ether and ethyl acetate to give 0.5 g of potassium 7-{methyl-[4-(4-pyridinyloxy)benzene-sulfonyl]amino}-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate. A 0.15 g sample of the preceding compound was dissolved in water and the pH adjusted to pH 6 with 2 N citric acid. The mixture was filtered to give 0.12 g of 7-{methyl-[4-(4-pyridinyloxy)benzenesulfonyl]amino}-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid as a white solid, m.p. 246-248° C.

Workup

  1. filtrationThe mixture was filtered
  2. washthe solid washed with diethyl ether and ethyl acetate

Sources & evidence

ORD record
ord-909861b548d14e249cecc928403a9507
Source dataset
uspto-grants-2003_04
Patent number
US06548524B2

Reaction notes

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