Sodium Acetate → HCID 57982520, compound

HRID 1868447Notes

Reaction equation

HRID 1868447 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[C:11]([NH2:14])[NH:12][CH:13]=1.CC([O-])=O.[Na+].[Cl:20][C:21]1[CH:34]=[CH:33][C:24]([CH:25]=[C:26]([C:30](=O)[CH3:31])[C:27]([NH2:29])=[O:28])=[CH:23][C:22]=1[F:35]>C1COCC1.CO>[Cl:20][C:21]1[CH:34]=[CH:33][C:24]([CH:25]2[N:12]3[CH:13]=[C:9]([C:4]4[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=4[O:2][CH3:1])[N:10]=[C:11]3[NH:14][C:30]([CH3:31])=[C:26]2[C:27]([NH2:29])=[O:28])=[CH:23][C:22]=1[F:35]

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 76695326HCID 76695326, compoundHCID 178489323HCID 178489323, compound

Product 1

HCID 57982520HCID 57982520, compoundYield 54.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-(2-methoxyphenyl)-1H-imidazol-2-amine (0.85 g, 4.5 mmol) and NaOAc (267.3 mg, 4.95 mmol) in THF (5 mL) and MeOH (1.5 mL) was stirred at room temperature for 20 min and followed by addition of 2-(4-chloro-3-fluorobenzylidene)-3-oxobutanamide (1.09 g, 4.5 mmol). The reaction mixture was then heated to 70° C. for 2 h and evaporated under reduced pressure. The residue was suspended in THF, and the slurry mixture was filtered to give 5-(4-chloro-3-fluorophenyl)-2-(2-methoxyphenyl)-7-methyl-5,8-dihydroimidazo[1,2-a]pyrimidine-6-carboxamide (1.01 g, 54.4%) as a yellow solid.

Workup

  1. temperatureThe reaction mixture was then heated to 70° C. for 2 h
  2. customevaporated under reduced pressure
  3. filtrationthe slurry mixture was filtered

Sources & evidence

ORD record
ord-02a6edcb1ad4483fa3b40ad88bb79d43
Source dataset
uspto-grants-2009_12
Patent number
US07635699B2

Reaction notes

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