Pyridine → HCID 54403045, compound

HRID 992444Notes

Reaction equation

HRID 992444 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=O)[C:10]([NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]#[CH:24])=[C:17]([O:25][CH3:26])[CH:16]=2)=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8].N1C=CC=CC=1.Cl.[CH3:35][O:36][NH2:37]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[N:37][O:36][CH3:35])[C:10]([NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]#[CH:24])=[C:17]([O:25][CH3:26])[CH:16]=2)=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 1049PyridineHCID 521874O-Methylhydroxylamine hydrochlorideHCID 18412058HCID 18412058, compound

Product 1

HCID 54403045HCID 54403045, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1.30 g (3.20 mmol) 2-(3,4-dichloro-phenyl)-N-[2-(3-methoxy-4-prop-2-ynyloxy-phenyl)-ethyl]-2-oxo-acetamide in 7.0 ml ethanol, 0.52 ml pyridine (0.64 mmol) and 0.33 g (3.98 mmol) O-methylhydroxylamine hydrochloride are added. The solution is heated at +80° C. for 4 hours. After evaporation of the solvent, the residue is submitted to flash-chromatography to yield the 2-(3,4-dichloro-phenyl)-2-methoxyimino-N-[2-(3-methoxy-4-prop-2-ynyloxy-phenyl)-ethyl]-acetamide as a white solid (m.p. 107-108° C.)

Workup

  1. temperatureThe solution is heated at +80° C. for 4 hours
  2. customAfter evaporation of the solvent

Sources & evidence

ORD record
ord-494c0a9e95604dd89d1d98df69cc02f1
Source dataset
uspto-grants-2002_10
Patent number
US06469005B1

Reaction notes

Loading…