Water → 1-methyl-8-(methylsulfonyl)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

HRID 1455091Notes

Reaction equation

HRID 1455091 reaction equation
[CH3:1][N:2]1[C:14]2[C:13]3[N:12]=[C:11](SC)[N:10]=[CH:9][C:8]=3[CH2:7][CH2:6][C:5]=2[C:4]([C:17]([NH2:19])=[O:18])=[N:3]1.O[O:21][S:22]([O-:24])=O.[K+].O.[C:27](OCC)(=O)C>CN(C)C=O.C(OCC)C>[CH3:1][N:2]1[C:14]2[C:13]3[N:12]=[C:11]([S:22]([CH3:27])(=[O:24])=[O:21])[N:10]=[CH:9][C:8]=3[CH2:7][CH2:6][C:5]=2[C:4]([C:17]([NH2:19])=[O:18])=[N:3]1

Participants

7

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 23707502Potassium hydroxy sulfiteHCID 451416071-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

Product 1

HCID 116524591-methyl-8-(methylsulfonyl)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamideYield 80%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

6.00 g (0.022 mol) of 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide were dissolved in 1000 mL of dimethylformamide and 40.18 g of oxone were added. The mixture was stirred 16 hours at room temperature. Water and ethyl acetate were then added and the layers separated. The organic layer was finally dried over Na2SO4 and evaporated. The residue was triturated with diethyl ether and 5.40 g (80% yield) of the title compound were collected by filtration.

Workup

  1. customthe layers separated
  2. dry with materialThe organic layer was finally dried over Na2SO4
  3. customevaporated

Sources & evidence

ORD record
ord-9955c67df08745eb93c40618bc7447cf
Source dataset
uspto-grants-2009_01
Patent number
US07482354B2

Reaction notes

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