Potassium Carbonate → HCID 19356078, compound

HRID 377617Notes

Reaction equation

HRID 377617 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[C:14]2[C:13](=[O:15])[N:12]([CH3:16])[C:11](=[O:17])[N:10]([CH2:18][CH:19]([CH3:21])[CH3:20])[C:9]=2[NH:8][N:7]=1.C(=O)([O-])[O-].[K+].[K+].[C:28]1([S:34]([CH2:37][C:38]2[CH:45]=[CH:44][CH:43]=[CH:42][C:39]=2[CH2:40]Br)(=[O:36])=[O:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CS(C)=O.C(OCC)(=O)C>[OH:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[N:7]([CH2:40][C:39]2[CH:42]=[CH:43][CH:44]=[CH:45][C:38]=2[CH2:37][S:34]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)(=[O:36])=[O:35])[N:8]=[C:9]2[C:14]=1[C:13](=[O:15])[N:12]([CH3:16])[C:11](=[O:17])[N:10]2[CH2:18][CH:19]([CH3:21])[CH3:20]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 6038811-Bromomethyl-2-[(phenylsulfonyl)methyl]benzeneHCID 19356089HCID 19356089, compound

Product 1

HCID 19356078HCID 19356078, compoundYield 41.8%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Procedure

3-[(3-Hydroxypropyl)thio]-5-methyl-7-(2-methylpropyl)-1H-pyrazolo[3,4-d]-pyrimidine-4,6(5H,7H)-dione (94 mg), potassium carbonate (90 mg) and 2-(phenylsulfonylmethyl)benzyl bromide (105 mg) were combined in dimethylsulfoxide (11 ml). After 5 hours at room temperature the reaction mixture was diluted with ethyl acetate and washed thrice with water, twice with dilute hydrochloric acid, once with brine, then dried over magnesium sulfate and then concentrated in vacuo. Chromatography on silica gel (isohexane:isopropanol 4:1) gave the title compound (70 mg).

Workup

  1. washwashed thrice with water
  2. dry with materialtwice with dilute hydrochloric acid, once with brine, then dried over magnesium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-55680d9e4ffb48a9818931d33bf04ab4
Source dataset
uspto-grants-2000_02
Patent number
US06028074

Reaction notes

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