Potassium Carbonate → HCID 66618404, compound

HRID 2093553Notes

Reaction equation

HRID 2093553 reaction equation
C(=O)([O-])[O-].[K+].[K+].Cl.Cl[CH2:9][C:10]1[C:15]([CH3:16])=[C:14]([O:17][CH3:18])[C:13]([F:19])=[CH:12][N:11]=1.FC(F)(F)C(O)=O.[NH2:27][C:28]1[C:29]2[C:30]3[C:31](=[N:43][NH:44][N:45]=2)[CH:32]=[C:33]([CH2:38][C:39]([NH:41][CH3:42])=[O:40])[C:34]=3[CH2:35][S:36][N:37]=1>CN(C)C=O>[NH2:27][C:28]1[C:29]2[C:30]3[C:31](=[N:43][N:44]([CH2:9][C:10]4[C:15]([CH3:16])=[C:14]([O:17][CH3:18])[C:13]([F:19])=[CH:12][N:11]=4)[N:45]=2)[CH:32]=[C:33]([CH2:38][C:39]([NH:41][CH3:42])=[O:40])[C:34]=3[CH2:35][S:36][N:37]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 66617893HCID 66617893, compoundHCID 136403539HCID 136403539, compound

Product 1

HCID 66618404HCID 66618404, compoundYield 45.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

Potassium carbonate (85 mg) and 2-(chloromethyl)-5-fluoro-4-methoxy-3-methylpyridine hydrochloride (52 mg) were added to an N,N-dimethylformamide (5 ml) solution of 2-(4-amino-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-yl)-N-methylacetamide trifluoroacetate (60 mg). The resulting mixture was stirred at 50° C. for 3.5 hours. Thereafter, insoluble matter was removed by filtration, and the filtrate was then concentrated. The residue was purified by silica gel column chromatography (chloroform-methanol), so as to obtain the title compound (30 mg) as a solid.

Workup

  1. customThereafter, insoluble matter was removed by filtration
  2. concentrationthe filtrate was then concentrated
  3. customThe residue was purified by silica gel column chromatography (chloroform-methanol)

Sources & evidence

ORD record
ord-3761711296214c1f8a0bbea47885ec66
Source dataset
uspto-grants-2013_05
Patent number
US08445504B2

Reaction notes

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