O-Methylhydroxylamine hydrochloride → HCID 57377456, compound

HRID 1184398Notes

Reaction equation

HRID 1184398 reaction equation
O=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH:8][C:9]([C:11]1[N:12]=[N:13][C:14]([O:24][CH2:25][C:26]([F:29])([F:28])[F:27])=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[CH:16]=1)=[O:10].Cl.[CH3:31][O:32][NH2:33]>CO.O>[CH3:31][O:32]/[N:33]=[C:2]1/[C@H:3]([NH:8][C:9]([C:11]2[N:12]=[N:13][C:14]([O:24][CH2:25][C:26]([F:28])([F:29])[F:27])=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=3)[CH:16]=2)=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7]/1

Participants

5

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 67990063HCID 67990063, compound

Product 1

HCID 57377456HCID 57377456, compoundYield 85.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 100 mg of 5-(4-chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-pyridazine-3-carboxylic acid ((R)-2-oxo-cyclohexyl)-amide in 0.5 ml methanol and 0.5 ml water, was added 98 mg O-methylhydroxylamine hydrochloride and the mixture was stirred at ambient temperature for 3.5 h. The solvents were evaporated and the residue was purified by chromatography on silica gel using a gradient of heptane:ethyl acetate=95:5 to 50:50 to yield 91 mg of the title compound as white foam. MS (EI): 457.3 (M+H).

Workup

  1. customThe solvents were evaporated
  2. customthe residue was purified by chromatography on silica gel using a gradient of heptane

Sources & evidence

ORD record
ord-677b66e9ffdd4f35a9e55c14a2d86377
Source dataset
uspto-grants-2014_03
Patent number
US08669254B2

Reaction notes

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