Potassium Carbonate → 1-isobutyl-3-methyl-6-(4-(pyridin-2-yl)benzyl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

HRID 1422998Notes

Reaction equation

HRID 1422998 reaction equation
[CH2:1]([N:5]1[C:10]2=[CH:11][NH:12][CH:13]=[C:9]2[C:8](=[O:14])[N:7]([CH3:15])[C:6]1=[O:16])[CH:2]([CH3:4])[CH3:3].Br[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=2)=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([N:5]1[C:10]2=[CH:11][N:12]([CH2:18][C:19]3[CH:20]=[CH:21][C:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=4)=[CH:23][CH:24]=3)[CH:13]=[C:9]2[C:8](=[O:14])[N:7]([CH3:15])[C:6]1=[O:16])[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 98875912-(4-(Bromomethyl)phenyl)pyridineHCID 674156251-isobutyl-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Product 1

HCID 674162921-isobutyl-3-methyl-6-(4-(pyridin-2-yl)benzyl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 1-isobutyl-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (100 mg, 0.45 mmol), 2-(4-(bromomethyl)phenyl)pyridine (160 mg, 0.65 mmol) and potassium carbonate (120 mg, 0.87 mmol) in anhydrous DMF is stirred at room temperature overnight. After routine workup, the obtained crude product is purified by a semi-preparative HPLC to give pure product as white solids. MS (ESI) m/z 389.2 [M+H]+.

Workup

  1. customAfter routine workup, the obtained crude product
  2. customis purified by a semi-preparative HPLC
  3. customto give pure product as white solids

Sources & evidence

ORD record
ord-9710a04e92124c76a69277e6c25ebc59
Source dataset
uspto-grants-2015_01
Patent number
US08927556B2

Reaction notes

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