Sodium Hydroxide → 3-Methyl-6-(2-propoxy-phenyl)-1-propyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

HRID 1532066Notes

Reaction equation

HRID 1532066 reaction equation
[CH3:1][C:2]1[C:6]([C:7]([NH2:9])=[O:8])=[C:5]([NH:10][C:11](=O)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH2:19][CH2:20][CH3:21])[N:4]([CH2:23][CH2:24][CH3:25])[N:3]=1.[OH-].[Na+]>O.C(O)C>[CH3:1][C:2]1[C:6]2[C:7](=[O:8])[NH:9][C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[O:18][CH2:19][CH2:20][CH3:21])=[N:10][C:5]=2[N:4]([CH2:23][CH2:24][CH3:25])[N:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 537183093-Methyl-5-(2-n-propoxybenzamido)-1-n-propylpyrazole-4-carboxamide

Product 1

HCID 1355038033-Methyl-6-(2-propoxy-phenyl)-1-propyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The title compound was prepared from 3-methyl-5-(2-n-propoxybenzamido)-1-n-propylpyrazole-4-carboxamide (Preparation 7; 5.456 g, 0.0016 mol) and sodium hydroxide (3.16 g, 0.079 mol) in a mixture of water (150 ml) and ethanol (30 ml), by the method of Example 13, and was obtained as a white solid (4.863 g, 94%) after column chromatography. A sample crystallised from ethyl acetate-hexane as colourless needles, m.p. 112-114° C. Found: C,66.35; H,6.79; N,17.12. C18H22N4O2 requires C,66.24; H,6.79; N,17.17%.

Sources & evidence

ORD record
ord-c90a0516df0b46679fb6f7845a9f20a7
Source dataset
uspto-grants-2001_03
Patent number
US06200980B1

Reaction notes

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