Water → HCID 131735964, compound

HRID 2207987Notes

Reaction equation

HRID 2207987 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH:16]3[N:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[Cl:27])[N:19]=[C:18]([C:28]([F:34])([F:33])[C:29]([F:32])([F:31])[F:30])[CH2:17]3)[CH:11]=2)=[CH:6][CH:5]=1)(=O)[CH3:2].Cl.[NH2:36][OH:37].O>C(O)C>[Cl:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[N:20]1[CH:16]([C:12]2[CH:11]=[C:10]([C:7]3[CH:8]=[CH:9][C:4]([C:1](=[N:36][OH:37])[CH3:2])=[CH:5][CH:6]=3)[CH:15]=[CH:14][CH:13]=2)[CH2:17][C:18]([C:28]([F:34])([F:33])[C:29]([F:30])([F:31])[F:32])=[N:19]1

Participants

5

Reactant 3

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 118431627HCID 118431627, compound

Product 1

HCID 131735964HCID 131735964, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

5-(4′-acetyl-biphenyl-3-yl)-1-(2-chloro-phenyl)-3-pentafluoroethyl-4,5-dihydro-1H-pyrazole (18.0 mg, 0.04 mmol) prepared in Example 107 and hydroxylamine hydrochloride (5.0 mg, 0.07 mmol) were added to a mixed solvent of distilled water (30.0 uL) and ethanol (1.5 mL). The reaction mixture was stirred at 50° C. for 3 hours, concentrated under reduced pressure and then ethyl acetate was added thereto. The reaction mixture was washed with distilled water and brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give 17.0 mg of the titled compound as a yellow liquid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionethyl acetate was added
  3. washThe reaction mixture was washed with distilled water and brine
  4. dry with materialdried on anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ae2c07cfe3d94a93920cbb5e6c691bf6
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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