Sulfuric acid magnesium salt (1:1) → HCID 178480450, compound

HRID 2207590Notes

Reaction equation

HRID 2207590 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]=O)[CH:3]=1.[NH2:10][CH:11]1[CH2:15][CH2:14][N:13]([CH3:16])[C:12]1=[O:17].S([O-])([O-])(=O)=O.[Mg+2]>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](/[CH:8]=[N:10]/[CH:11]2[CH2:15][CH2:14][N:13]([CH3:16])[C:12]2=[O:17])[CH:3]=1

Participants

5

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 147614724-Bromopyridine-2-carbaldehydeHCID 457911333-Amino-1-methylpyrrolidin-2-one

Product 1

HCID 178480450HCID 178480450, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 4-bromopyridine-2-carbaldehyde (2232.1 mg, 12 mmol) in anhydrous DCM (60 mL) under nitrogen at room temperature, was added racemic 3-amino-1-methyl-pyrrolidin-2-one (1506.8 mg, 13.2 mmol) [CAS: 2483-65-0] and magnesium sulfate (4500 mg, 37.4 mmol). The resulting mixture was left to stir at room temperature overnight. It was filtered and the filtrate washed with half saturated brine. The organic layer was dried (Na2SO4) and evaporated to give 3-[(E)-(4-bromo-2-pyridyl)methyleneamino]-1-methyl-pyrrolidin-2-one (D1) (3.15 g, 11.2 mmol, 93% yield), as a cream solid;

Workup

  1. waitThe resulting mixture was left
  2. filtrationIt was filtered
  3. washthe filtrate washed with half saturated brine
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. customevaporated

Sources & evidence

ORD record
ord-c726db87bb27495c9ad777cd89bce2e7
Source dataset
uspto-grants-2016_06
Patent number
US09376436B2

Reaction notes

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