Malic Acid → HCID 12895722, compound

HRID 893976Notes

Reaction equation

HRID 893976 reaction equation
C(O)C.[NH2:4][C:5]1[CH:25]=[CH:24][C:8]([C:9]([N:11]([CH:13]2[CH2:17][CH2:16][N:15]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH2:14]2)[CH3:12])=[O:10])=[CH:7][CH:6]=1.[C:26]([OH:34])(=[O:33])[CH:27]([CH2:29][C:30]([OH:32])=[O:31])[OH:28]>O>[C:26]([OH:34])(=[O:33])[CH:27]([CH2:29][C:30]([OH:32])=[O:31])[OH:28].[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([C:9]([N:11]([CH:13]2[CH2:17][CH2:16][N:15]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH2:14]2)[CH3:12])=[O:10])=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 525Malic AcidHCID 702EthanolHCID 596704-Amino-N-(1-cyclohexyl-3-pyrrolidinyl)-N-methylbenzamide

Product 1

HCID 12895722HCID 12895722, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

An ethanol solution containing 20.0 g. (0.067 mole) of 4-amino-N-(1-cyclohexyl-3-pyrrolidinyl)-N-methylbenzamide was treated with 4.94 g. (0.037 mole) of (-)-malic acid and the solution was refrigerated overnight. The crystalline material which separate (m.p. 147°-157° C. ) was recrystallized twice from ethanol to give 5.0 g. crystals which melted at 161°-163° C. Rotation [α]D30 : -22.65 (water).

Workup

  1. customThe crystalline material which separate (m.p. 147°-157° C. )
  2. customwas recrystallized twice from ethanol
  3. customto give 5.0 g

Sources & evidence

ORD record
ord-8949880d12ba4d5eba3439c12e0cbe3f
Source dataset
uspto-grants-1981_08
Patent number
US04282243

Reaction notes

Loading…