Potassium Carbonate → HCID 16005832, compound

HRID 390549Notes

Reaction equation

HRID 390549 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:26])[CH2:15][N:16]3[C:20]4=[N:21][CH:22]=[N:23][C:24](Cl)=[C:19]4[CH:18]=[N:17]3)[CH2:10][CH2:9]2)=[CH:4][C:3]=1[O:27][CH3:28].[C:29](=O)([O-])[O-:30].[K+].[K+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:9][CH2:10][N:11]([C:14](=[O:26])[CH2:15][N:16]3[C:20]4=[N:21][CH:22]=[N:23][C:24]([O:30][CH3:29])=[C:19]4[CH:18]=[N:17]3)[CH2:12][CH2:13]2)=[CH:4][C:3]=1[O:27][CH3:28]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 16005735HCID 16005735, compound

Product 1

HCID 16005832HCID 16005832, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-(4-chloro-pyrazolo[3,4-d]pyrimidine-1-yl)-ethanone (0.024 mmol, 1 eq.) in 1 mL of MeOH was added solid potassium carbonate (excess), the resultant mixture was heated at 70° C. for 30 minutes, then filtered and dried under vacuum. The crude product was purified by HPLC to provide the desired product as a white powder: 1H NMR (400 MHz, CDCl3) δ 8.90 (s, 1H), 8.07 (s, 1H), 7.22 (d, 1H), 6.50 (d, 1H), 6.44 (dd, 1H), 5.29 (s, 2H), 3.90 (s, 3H), 3.81 (m, 4H), 3.19 (m, 4H), 2.25 (s, 3H). LCMS observed for (M+H)+: 418.9.

Workup

  1. filtrationfiltered
  2. customdried under vacuum
  3. customThe crude product was purified by HPLC

Sources & evidence

ORD record
ord-14d28941733d4846a505940cc1ad7b90
Source dataset
uspto-grants-2013_02
Patent number
US08383630B2

Reaction notes

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