Ethanol → HCID 66725324, compound

HRID 559814Notes

Reaction equation

HRID 559814 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:21]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:27][CH:26]=2)=[O:22])[C:6](=[O:20])[N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)[C:8]=1[CH3:9])#[N:2].Cl.[NH2:36]O.C[C:39]([O-:41])=O.[Na+].C(O)C>O>[CH3:34][S:31]([C:28]1[CH:27]=[CH:26][C:25]([CH2:24][NH:23][C:21]([C:5]2[C:6](=[O:20])[N:7]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:17])[F:18])[CH:11]=3)[C:8]([CH3:9])=[C:3]([C:1]3[N:36]=[CH:39][O:41][N:2]=3)[CH:4]=2)=[O:22])=[CH:30][CH:29]=1)(=[O:32])=[O:33]

Participants

6

Reactant 4

HCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 66725168HCID 66725168, compound

Product 1

HCID 66725324HCID 66725324, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

5-Cyano-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (Example 57 (a), 0.040 g, 0.082 mmol), hydroxylamine hydrochloride (0.015 g, 0.209 mmol), NaOAc (0.017 g, 0.209 mmol), ethanol (3 ml), water (0.1 ml) and a magnetic stirrer bar were placed in a vial. The mixture was heated (90° C.) overnight. The solvents were evaporated in vacuo. The residue was dissolved in triethyl-orthoformate (3 ml) in a vial and a magnetic stirrer bar was added.

Workup

  1. customThe solvents were evaporated in vacuo
  2. dissolutionThe residue was dissolved in triethyl-orthoformate (3 ml) in a vial and a magnetic stirrer bar
  3. additionwas added

Sources & evidence

ORD record
ord-02dbd82f0acb4fb7a41755440a7fd83f
Source dataset
uspto-grants-2011_11
Patent number
US08063073B2

Reaction notes

Loading…