Potassium Carbonate → HCID 59191620, compound

HRID 1479993Notes

Reaction equation

HRID 1479993 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[C:6]([CH3:9])[C:7]=1[CH3:8].[CH3:11][C@@H:12]1[CH2:17][NH:16][CH2:15][CH2:14][NH:13]1.C(=O)([O-])[O-].[K+].[K+].Cl[C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=1>CN(C=O)C>[Cl:1][C:2]1[N:3]=[N:4][C:5]([N:16]2[CH2:15][CH2:14][N:13]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=3)[C@H:12]([CH3:11])[CH2:17]2)=[C:6]([CH3:9])[C:7]=1[CH3:8]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 923422-Chloro-5-(trifluoromethyl)pyridineHCID 73304342-Methylpiperazine, (R)-HCID 211875053,6-Dichloro-4,5-dimethylpyridazine

Product 1

HCID 59191620HCID 59191620, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

Combine 3,6-dichloro-4,5-dimethyl-pyridazine (100 mg, 0.554 mmol), (R)-2-methylpiperazine (85 mg, 0.831 mmol), potassium carbonate (383 mg, 2.77 mmol) and DMF (1 mL) in vial. Heat in the microwave at 120° C. for 3.25 h. Add 2-chloro-5-trifluoromethylpyridine (181 mg, 0.997 mmol) and heat at 180° C. for 30 min. The crude reaction is purified directly by flash chromatography on silica gel (0-40% EtOAc in heptanes) to afford the title compound as a light yellow solid (78 mg, 37%).

Workup

  1. customThe crude reaction
  2. customis purified directly by flash chromatography on silica gel (0-40% EtOAc in heptanes)

Sources & evidence

ORD record
ord-ba17b1d64af74166a442f2c3e084fd6c
Source dataset
uspto-grants-2016_08
Patent number
US09409871B2

Reaction notes

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