Sodium Bicarbonate → HCID 131731756, compound

HRID 2403629Notes

Reaction equation

HRID 2403629 reaction equation
[C:1](O)(=O)[C:2]([OH:4])=[O:3].[CH3:7][N:8]([CH2:13][C:14]1[CH:15]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[CH:22][CH:21]=2)[CH:17]=[CH:18][CH:19]=1)[C:9](=[O:12])[CH2:10][NH2:11].C(=O)([O-])[OH:33].[Na+]>C(Cl)(Cl)Cl>[C:30]([OH:33])(=[O:29])[CH2:31][CH2:1][C:2]([OH:4])=[O:3].[CH3:7][N:8]([CH2:13][C:14]1[CH:15]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[CH:22][CH:21]=2)[CH:17]=[CH:18][CH:19]=1)[C:9](=[O:12])[CH2:10][NH2:11].[CH3:7][N:8]([CH2:13][C:14]1[CH:15]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[CH:22][CH:21]=2)[CH:17]=[CH:18][CH:19]=1)[C:9](=[O:12])[CH2:10][NH2:11]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 68106541HCID 68106541, compound

Product 1

HCID 131731756HCID 131731756, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To N-methyl-N-{[4′-(morpholin-4-yl)biphenyl-3-yl]methyl}glycinamide oxalate (100 mg) were added CHCl3 (10 ml) and a saturated aqueous sodium hydrogen carbonate solution (10 ml), followed by stirring for 10 minutes. The aqueous layer was extracted with chloroform (10 ml). The combined organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was dissolved in EtOH (2 ml), and succinic acid was added thereto, followed by stirring for 3 hours. The resulting crystal was filtered and washed with EtOH. The product residue was dried under reduced pressure and dried to obtain N-methyl-N-{[4′-(morpholin-4-yl)biphenyl-3-yl]methyl}glycinamide hemisuccinate (85 mg) as a colorless crystal.

Workup

  1. extractionThe aqueous layer was extracted with chloroform (10 ml)
  2. dry with materialThe combined organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residue was dissolved in EtOH (2 ml)
  5. additionsuccinic acid was added
  6. stirringby stirring for 3 hours
  7. filtrationThe resulting crystal was filtered
  8. washwashed with EtOH
  9. customThe product residue was dried under reduced pressure
  10. customdried

Sources & evidence

ORD record
ord-2f4233a956a74e208123150cc2ef8a2b
Source dataset
uspto-grants-2014_08
Patent number
US08802679B2

Reaction notes

Loading…