Sodium Bicarbonate → HCID 69745804, compound

HRID 1064585Notes

Reaction equation

HRID 1064585 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[N:11]2)=[O:4].[CH3:16][C@H:17]1[CH2:22][NH:21][CH2:20][C@@H:19]([CH3:23])[NH:18]1.C(=O)(O)[O-].[Na+]>C(O)C>[CH3:16][C@H:17]1[NH:18][C@@H:19]([CH3:23])[CH2:20][N:21]([CH2:2][C:3]([NH:5][C:6]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:7]=2[CH:8]=[CH:9][CH:10]=[N:11]3)=[O:4])[CH2:22]1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 8560192-Chloro-N-(quinolin-5-yl)acetamideHCID 6950261rel-(2R,6S)-2,6-dimethylpiperazine

Product 1

HCID 69745804HCID 69745804, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-chloro-N-(quinolin-5-yl)acetamide (7.76 g) (J. Indian Chem Soc, 1940, 17, 619-621), cis-2,6-dimethylpiperazine (4.42 g), sodium bicarbonate (8.9 g) in ethanol (100 ml) was heated at reflux for 4 h. The solvent was removed under reduced pressure. The residue was partitioned between chloroform and brine. The organic phase collected and the aqeuous phase further extracted (×6) with chloroform. The combined extracts dried (MgSO4) and solvent removed under reduced pressure. Yield: 6.8 g

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 4 h
  3. customThe solvent was removed under reduced pressure
  4. customThe residue was partitioned between chloroform and brine
  5. customThe organic phase collected
  6. extractionthe aqeuous phase further extracted (×6) with chloroform
  7. dry with materialThe combined extracts dried (MgSO4) and solvent
  8. customremoved under reduced pressure

Sources & evidence

ORD record
ord-2542bb2e80fb44b3a3a359abc17311af
Source dataset
uspto-grants-2005_11
Patent number
US06969713B2

Reaction notes

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