O-[[4-(trifluoromethyl)phenyl]methyl]hydroxylamine → HCID 118451801, compound

HRID 1054221Notes

Reaction equation

HRID 1054221 reaction equation
Cl[C:2]1[N:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[F:13][C:14]([F:25])([F:24])[C:15]1[CH:23]=[CH:22][C:18]([CH2:19][O:20][NH2:21])=[CH:17][CH:16]=1>O>[F:13][C:14]([F:24])([F:25])[C:15]1[CH:23]=[CH:22][C:18]([CH2:19][O:20][NH:21][C:2]2[N:12]=[CH:11][CH:10]=[CH:9][C:3]=2[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 2737778O-[[4-(trifluoromethyl)phenyl]methyl]hydroxylamineHCID 2796614Ethyl chloronicotinate

Product 1

HCID 118451801HCID 118451801, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

The mixture of ethyl 2-chloronicotinate (1.4 g, 7.54 mmol) and O-(4-(trifluoromethyl)benzyl)hydroxylamine (2.163 g, 11.31 mmol) was heated at 120° C. for 6 h. Reaction mixture was diluted with water and extracted with EtOAC. The organic layer was separated and distilled out to get crude product which was column purified using 15-20% EtOAc in hexane to get the titled compound in 41% yield.

Workup

  1. customReaction mixture
  2. extractionextracted with EtOAC
  3. customThe organic layer was separated
  4. distillationdistilled out
  5. customto get crude product which
  6. custompurified

Sources & evidence

ORD record
ord-5a3defcda2ee4d888cf6b6481f28f1ce
Source dataset
uspto-grants-2016_07
Patent number
US09394300B2

Reaction notes

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