Potassium Carbonate → HCID 136381719, compound

HRID 421836Notes

Reaction equation

HRID 421836 reaction equation
[CH3:1][C:2]([CH3:22])([CH3:21])[CH2:3][CH2:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[C:17]([C:19]#[N:20])[CH:16]=[CH:15][N:14]=2)[CH2:9][CH2:8]1)=[O:6].Cl.[OH:24][NH2:25].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[NH2:20][C:19](=[N:25][OH:24])[C:17]1[CH:16]=[CH:15][N:14]=[C:13]([N:10]2[CH2:11][CH2:12][N:7]([C:5](=[O:6])[CH2:4][CH2:3][C:2]([CH3:22])([CH3:21])[CH3:1])[CH2:8][CH2:9]2)[CH:18]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 11992998HCID 11992998, compound

Product 1

HCID 136381719HCID 136381719, compoundYield 63.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(4,4-Dimethylpentanoyl)-4-(4-cyanopyridin-2-yl)piperazine (2.91 g) obtained in Example 53 was dissolved in ethanol (20 mL), and hydroxyamine hydrochloride (2.16 g) and potassium carbonate (5.38 g) were added thereto and heated under reflux for 2 hours. Then, the solvent was evaporated away, and the resulting residue was diluted with ethyl acetate, washed with water and saturated saline water, and dried with anhydrous sodium sulfate. The solvent was evaporated away to obtain 2.04 g of the entitled compound.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. customThen, the solvent was evaporated away
  4. additionthe resulting residue was diluted with ethyl acetate
  5. washwashed with water and saturated saline water
  6. dry with materialdried with anhydrous sodium sulfate
  7. customThe solvent was evaporated away

Sources & evidence

ORD record
ord-e2d7e1c7770d43af94006bafc6672479
Source dataset
uspto-grants-2012_01
Patent number
US08101618B2

Reaction notes

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