Potassium Carbonate → HCID 136381720, compound

HRID 421840Notes

Reaction equation

HRID 421840 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[N: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[CH2:9][CH2:8][N:7]([C:5](=[O:6])[CH2:4][CH2:3][C:2]([CH3:22])([CH3:21])[CH3:1])[CH2:12][CH2:11]2)[N:18]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 11992999HCID 11992999, compound

Product 1

HCID 136381720HCID 136381720, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(4,4-Dimethylpentanoyl)-4-(4-cyanopyrimidin-2-yl)piperazine (540 mg) obtained in Example 54 was dissolved in ethanol (5 mL), and hydroxyamine hydrochloride (386 mg) and potassium carbonate (995 mg) 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 476 mg 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-7d08503fc750404c898d24f4b4b0acc3
Source dataset
uspto-grants-2012_01
Patent number
US08101618B2

Reaction notes

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