Water → 2-(4-Fluorophenyl)-3-(2-methoxypyrid-4-yl)-6-(4-methylpiperazin-1-yl)imidazo[1,2-b]pyridazine

HRID 80719Notes

Reaction equation

HRID 80719 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([N:16]4[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]4)=[N:12][N:11]3[C:23]=2[C:24]2[CH:29]=[CH:28][N:27]=[C:26](F)[CH:25]=2)=[CH:4][CH:3]=1.[CH3:31][O-:32].[Na+].O>CN1CCCC1=O.CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([N:16]4[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]4)=[N:12][N:11]3[C:23]=2[C:24]2[CH:29]=[CH:28][N:27]=[C:26]([O:32][CH3:31])[CH:25]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 59406951HCID 59406951, compound

Product 1

HCID 251837292-(4-Fluorophenyl)-3-(2-methoxypyrid-4-yl)-6-(4-methylpiperazin-1-yl)imidazo[1,2-b]pyridazine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To a solution under argon of 0.10 g (0.25 mmol) of 2-(4-fluorophenyl)-3-(2-fluoropyrid-4-yl)-6-(4-methylpiperazin-1-yl)imidazo[1,2-b]pyridazine in N-methylpyrrolidone is added 0.65 mL (3.4 mmol) of sodium methoxide at 30% by weight in methanol. After stirring for 4 days at room temperature, the medium is poured into 200 mL of water and the product is extracted with ethyl acetate. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure to give a pale yellow solid.

Workup

  1. extractionthe product is extracted with ethyl acetate
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customto give a pale yellow solid

Sources & evidence

ORD record
ord-15094fa7d53441f9b17d7cce4789abde
Source dataset
uspto-grants-2014_09
Patent number
US08846676B2

Reaction notes

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