1,4-Dioxane → 3-Cyclohexyl-6-{2-methoxy-4-[(4-methyl-1-piperazinyl)sulfonyl]phenyl}-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one monochloride

HRID 915935Notes

Reaction equation

HRID 915935 reaction equation
O1CCOCC1.[CH:7]1([C:13]2[C:21]3[C:20](=[O:22])[NH:19][C:18]([C:23]4[CH:28]=[CH:27][C:26]([S:29]([N:32]5[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]5)(=[O:31])=[O:30])=[CH:25][C:24]=4[O:39][CH3:40])=[N:17][C:16]=3[N:15]([CH3:41])[N:14]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.[ClH:42].O1CCOCC1>CCOCC>[Cl-:42].[CH:7]1([C:13]2[C:21]3[C:20](=[O:22])[NH:19][C:18]([C:23]4[CH:28]=[CH:27][C:26]([S:29]([N:32]5[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]5)(=[O:30])=[O:31])=[CH:25][C:24]=4[O:39][CH3:40])=[N:17][C:16]=3[N:15]([CH3:41])[N:14]=2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

5

Reactant 3

HCID 312751,4-DioxaneHCID 204431481,4-Dioxane hydrochlorideHCID 1360057943-Cyclohexyl-6-{2-methoxy-4-[(4-methyl-1-piperazinyl)sulfonyl]phenyl}-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

Product 1

HCID 1363420863-Cyclohexyl-6-{2-methoxy-4-[(4-methyl-1-piperazinyl)sulfonyl]phenyl}-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one monochlorideYield 56%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a 2 ml dioxane solution of 87 mg (0.17 mmol) of the compound obtained in Example 49, 0.1 ml (0.4 mmol) of a 4M dioxane hydrochloride solution was added. Ether was added to the resulting solution, and precipitated solids were collected by filtration. The solids were purified by recrystallization (ethanol) to obtain 52.1 mg (56%) of the captioned compound.

Workup

  1. customprecipitated solids
  2. filtrationwere collected by filtration
  3. customThe solids were purified by recrystallization (ethanol)

Sources & evidence

ORD record
ord-c91e458a03244f769e86c0da75b4b5ab
Source dataset
uspto-grants-2007_09
Patent number
US07268128B2

Reaction notes

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