Potassium Carbonate → HCID 66766134, compound

HRID 535888Notes

Reaction equation

HRID 535888 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]2=[CH:9][NH:10][N:11]=[C:5]2[N:4]([CH2:12][C:13]([CH3:16])([CH3:15])[CH3:14])[C:3]1=[O:17].Br[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]2[CH:30]=[N:29][CH:28]=[N:27]2)=[CH:22][CH:21]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[N:26]1([C:23]2[CH:24]=[CH:25][C:20]([CH2:19][N:10]3[CH:9]=[C:6]4[C:5]([N:4]([CH2:12][C:13]([CH3:14])([CH3:16])[CH3:15])[C:3](=[O:17])[N:2]([CH3:1])[C:7]4=[O:8])=[N:11]3)=[CH:21][CH:22]=2)[CH:30]=[N:29][CH:28]=[N:27]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27764891-(4-(bromomethyl)phenyl)-1H-1,2,4-triazoleHCID 178481352HCID 178481352, compound

Product 1

HCID 66766134HCID 66766134, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-methyl-7-neopentyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (200 mg, 0.847 mmol), 1-(4-(bromomethyl)phenyl)-1H-1,2,4-triazole (202 mg, 0.847 mmol) and K2CO3 (117 mg, 0.847 mmol) are suspended in 5 mL of anhydrous DMF. The reaction mixture is stirred at room temperature for 5 h, and then evaporated to dryness under reduced pressure. The residue is treated with water, and then extracted with dichloromethane three times. The combined organic phase is dried with anhydrous sodium sulfate, filtered, and then evaporated to dryness to give 337 mg of crude product, which is used in the next step without further purification. MS (ESI) m/z 394.2 [M+H]+.

Workup

  1. customevaporated to dryness under reduced pressure
  2. additionThe residue is treated with water
  3. extractionextracted with dichloromethane three times
  4. dry with materialThe combined organic phase is dried with anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-eb7d552ccaa44a9387030e154cd8704e
Source dataset
uspto-grants-2014_10
Patent number
US08859564B2

Reaction notes

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