Potassium Hydroxide → HCID 23680079, compound

HRID 2300260Notes

Reaction equation

HRID 2300260 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 1 N 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-8fd81c8d933049eb8a5ac8745fdf5922
Source dataset
uspto-grants-2002_12
Patent number
US06498167B2

Reaction notes

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