Potassium Carbonate → 7-isobutyl-5-methyl-3-(phenylamino)-2-(4-(pyrrolidin-1-ylmethyl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

HRID 81417Notes

Reaction equation

HRID 81417 reaction equation
Br[CH2:2][C:3]1[CH:32]=[CH:31][C:6]([CH2:7][N:8]2[C:16]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:15]3[C:10]([N:11]([CH2:27][CH:28]([CH3:30])[CH3:29])[C:12](=[O:26])[N:13]([CH3:25])[C:14]3=[O:24])=[N:9]2)=[CH:5][CH:4]=1.C([O-])([O-])=O.[K+].[K+].[NH:39]1[CH2:43][CH2:42][CH2:41][CH2:40]1>C1COCC1>[CH2:27]([N:11]1[C:10]2=[N:9][N:8]([CH2:7][C:6]3[CH:31]=[CH:32][C:3]([CH2:2][N:39]4[CH2:43][CH2:42][CH2:41][CH2:40]4)=[CH:4][CH:5]=3)[C:16]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:15]2[C:14](=[O:24])[N:13]([CH3:25])[C:12]1=[O:26])[CH:28]([CH3:29])[CH3:30]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 68736539HCID 68736539, compound

Product 1

HCID 426098817-isobutyl-5-methyl-3-(phenylamino)-2-(4-(pyrrolidin-1-ylmethyl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-(4-(bromomethyl)benzyl)-7-isobutyl-5-methyl-3-(phenylamino)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (30 mg, 0.06 mmol), K2CO3 (16 mg, 0.12 mmol) and pyrrolidine (10 μL, 0.12 mmol) in THF is stirred at room temperature for 2 days. The mixture is then purified by HPLC to give final product as white powder. MS (ESI) m/z 487.3 [M+H]+.

Workup

  1. customThe mixture is then purified by HPLC

Sources & evidence

ORD record
ord-53857049b1db476190e9d916f7add385
Source dataset
uspto-grants-2014_09
Patent number
US08846693B2

Reaction notes

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