L-Aspartic Acid → HCID 86666372, compound

HRID 1844792Notes

Reaction equation

HRID 1844792 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4]([OH:6])=[O:5].[CH:10]#[C:11][CH2:12][NH:13][C@H:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH2:16][CH2:15]1>O.C(O)(C)C>[CH:10]#[C:11][CH2:12][NH:13][C@H:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH2:16][CH2:15]1.[NH2:1][C@H:2]([C:7]([O-:9])=[O:8])[CH2:3][C:4]([O-:6])=[O:5]

Participants

5

Reactant 2

HCID 5960L-Aspartic Acid2×HCID 3052776Rasagiline

Product 1

HCID 86666372HCID 86666372, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
0 °C

Procedure

82 mg L-aspartic acid was dissolved in 7 ml water at 70° C. A solution of 100 mg (0.58 mmol) rasagiline in 2 ml isopropanol was added at this temperature. The solution remained clear, was cooled to 0° C. and stirred at this temperature for 1 h. Since no turbidity was observed the solvents were removed in vacuo. The residual clear oil partially crystallised on standing. After a slurry wash with acetone, a white crystalline material was obtained (40 mg). Analysis revealed that this material was aspartic acid.

Workup

  1. customwere removed in vacuo
  2. customThe residual clear oil partially crystallised
  3. washAfter a slurry wash with acetone
  4. customa white crystalline material was obtained (40 mg)

Sources & evidence

ORD record
ord-9fbdee6465c64b858df8bf0ef860681b
Source dataset
uspto-grants-2015_02
Patent number
US08946482B2

Reaction notes

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