Methylamine → N-methyl-methoxyimino-[2-(1-(4-chlorophenyl)-3-pyrazolyloxy)pyridin-3-yl]acetamide

HRID 279046Notes

Reaction equation

HRID 279046 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:9]1[C:10]([O:15][C:16]2[CH:20]=[CH:19][N:18]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)[N:17]=2)=[N:11][CH:12]=[CH:13][CH:14]=1)[C:5](OC)=[O:6].[CH3:28][NH2:29].CCCCC.O>O1CCCC1>[CH3:28][NH:29][C:5](=[O:6])[C:4](=[N:3][O:2][CH3:1])[C:9]1[C:10]([O:15][C:16]2[CH:20]=[CH:19][N:18]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)[N:17]=2)=[N:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 17913362Pentane waterHCID 85060149Methyl methoxyimino-[2-(1-(4-chlorophenyl)-3-pyrazolyloxy)pyridin-3-yl]acetate

Product 1

HCID 85060137N-methyl-methoxyimino-[2-(1-(4-chlorophenyl)-3-pyrazolyloxy)pyridin-3-yl]acetamideYield 84%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.65 g (1.7 mmol) of methyl methoxyimino-[2-(1-(4-chlorophenyl)-3-pyrazolyloxy)pyridin-3-yl]acetate (Example 1.b) and 3.2 g of 40% strength aqueous methylamine solution in 2 ml of tetrahydrofuran were heated under reflux for 0.5 hours. The reaction mixture was freed from the solvent under reduced pressure. The residue was stirred with pentane/water, and the solid was separated off, washed with water and dried under reduced pressure. 0.55 g (84%) of the title compound was obtained as a white solid.

Workup

  1. temperaturewere heated
  2. temperatureunder reflux for 0.5 hours
  3. customthe solid was separated off
  4. washwashed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-dd670cf049694edc9a76b9070da3dc64
Source dataset
uspto-grants-2002_03
Patent number
US06362192B1

Reaction notes

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