Potassium Carbonate → HCID 118131205, compound

HRID 634449Notes

Reaction equation

HRID 634449 reaction equation
[CH2:1]([C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11](=[O:18])[O:10][C:9]=1[CH:19](Br)[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[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:19]([C:9]3[O:10][C:11](=[O:18])[C:12]4[C:17]([C:8]=3[CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH3:20])[N:23]=[CH:24][C:25]=12

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 754201H-Pyrazolo[3,4-d]pyrimidin-4-amineHCID 118131091HCID 118131091, compound

Product 1

HCID 118131205HCID 118131205, compoundYield 35.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was made in a similar way as that of the compound of example 15, 4-benzyl-3-(1-bromoethyl)-1H-isochromen-1-one (intermediate C13, 22 mg, 0.064 mmol), 1H-pyrazolo[3,4-d]pyrimidin-4-amine (12.99 mg, 0.096 mmol), and K2CO3 (13.29 mg, 0.096 mmol) in DMF (1 ml) at 55° C. for 2 hrs to give the title compound (9 mg, 35%).

Workup

  1. customat 55° C.
  2. customfor 2 hrs

Sources & evidence

ORD record
ord-24dbf636de18467cae03398624cf4285
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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