Hydroxyamine hydrochloride → HCID 117770397, compound

HRID 1526313Notes

Reaction equation

HRID 1526313 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([CH:8]([CH:10]([CH3:12])[CH3:11])[CH3:9])[C:4](=[O:13])[C:3]=1[CH:14]=O.Cl.[NH2:17][OH:18].C([O-])(=O)C.[Na+]>CO.O>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([CH:8]([CH:10]([CH3:12])[CH3:11])[CH3:9])[C:4](=[O:13])[C:3]=1[CH:14]=[N:17][OH:18]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 117769920HCID 117769920, compound

Product 1

HCID 117770397HCID 117770397, compoundYield 76.9%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
75 °C

Procedure

A mixture of 4-chloro-1-(3-methylbutan-2-yl)-2-oxo-1,2-dihydropyridine-3-carbaldehyde obtained in Step C (400 mg), hydroxylamine hydrochloride (244 mg) and sodium acetate (288 mg) in methanol/water (4:1, 6.0 mL) was heated at 75° C. for 1 hr, and cooled to room temperature. The reaction mixture was poured into ice water, and the resulting solid was collected by filtration, washed with water, and dried under reduced pressure to give the title compound (328 mg).

Workup

  1. temperaturecooled to room temperature
  2. filtrationthe resulting solid was collected by filtration
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-f914fd1e4eae41269c7905cbfa6173df
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

Loading…