Potassium Carbonate → HCID 118131090, compound

HRID 634445Notes

Reaction equation

HRID 634445 reaction equation
Br[CH:2]([C:4]1[O:5][C:6](=[O:29])[C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([S:20]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)(=[O:22])=[O:21])[CH:15]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:3].[NH:30]1[C:34]2=[N:35][CH:36]=[N:37][C:38]([NH2:39])=[C:33]2[CH:32]=[N:31]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[NH2:39][C:38]1[N:37]=[CH:36][N:35]=[C:34]2[N:30]([CH:2]([C:4]3[O:5][C:6](=[O:29])[C:7]4[C:12]([C:13]=3[C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([S:20]([N:23]5[CH2:28][CH2:27][O:26][CH2:25][CH2:24]5)(=[O:22])=[O:21])[CH:15]=3)=[CH:11][CH:10]=[CH:9][CH:8]=4)[CH3:3])[N:31]=[CH:32][C:33]=12

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 754201H-Pyrazolo[3,4-d]pyrimidin-4-amineHCID 118131033HCID 118131033, compound2×

Product 1

HCID 118131090HCID 118131090, compoundYield 54%

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-(3-(morpholinosulfonyl)phenyl)-1H-isochromen-1-one (intermediate C9, 90 mg, 0.188 mmol), 1H-pyrazolo[3,4-d]pyrimidin-4-amine (50.8 mg, 0.376 mmol) and K2CO3 (52 mg, 0.376 mmol) in DMF (1 ml) at 80° C. for 2 hrs to give the title compound (54 mg, 54%).

Workup

  1. customat 80° C.
  2. customfor 2 hrs

Sources & evidence

ORD record
ord-b8a774a93a8442c1809e772a6d87a1f2
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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