Potassium Carbonate → HCID 118131024, compound

HRID 634448Notes

Reaction equation

HRID 634448 reaction equation
Br[CH:2]([C:4]1[O:5][C:6](=[O:21])[C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:3].[NH:22]1[C:26]2=[N:27][CH:28]=[N:29][C:30]([NH2:31])=[C:25]2[CH:24]=[N:23]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[NH2:31][C:30]1[N:29]=[CH:28][N:27]=[C:26]2[N:22]([CH:2]([C:4]3[O:5][C:6](=[O:21])[C:7]4[C:12]([C:13]=3[C:14]3[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=3)=[CH:11][CH:10]=[CH:9][CH:8]=4)[CH3:3])[N:23]=[CH:24][C:25]=12

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 754201H-Pyrazolo[3,4-d]pyrimidin-4-amineHCID 118131409HCID 118131409, compound

Product 1

HCID 118131024HCID 118131024, compoundYield 3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was made in a similar way as that of the compound of example 15, 3-(1-bromoethyl)-4-(2-methylpyridin-4-yl)-1H-isochromen-1-one (intermediate C14, 98 mg, 0.285 mmol), 1H-pyrazolo[3,4-d]pyrimidin-4-amine (57.7 mg, 0.43 mmol) and K2CO3 (59 mg, 0.42 mmol) in DMF (2 ml) at 50° C. for 6 hrs to give the title compound (3.4 mg, 3%).

Workup

  1. customat 50° C.
  2. customfor 6 hrs

Sources & evidence

ORD record
ord-2d3fe5a547814a2c9cb0602e723cc3c3
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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