Oxalic Acid → HCID 86645406, compound

HRID 1098695Notes

Reaction equation

HRID 1098695 reaction equation
[CH:1]#[C:2][CH2:3][NH:4][C@H:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6]1.[C:14]([OH:19])(=[O:18])[C:15]([OH:17])=[O:16]>CC(O)C>[CH:1]#[C:2][CH2:3][NH:4][C@H:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6]1.[C:14]([O-:19])(=[O:18])[C:15]([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 3052776Rasagiline

Product 1

HCID 86645406HCID 86645406, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

60 g rasagiline base were suspended in 885 ml 2-propanol. Then, 32.7 g oxalic acid dissolved in 885 ml 2-propanol were added. The mixture was allowed to stand in a refrigerator overnight, then filtrated and subsequently washed with 100 ml cooled 2-propanol. The residue was dried in a drying cabinet at 45° C. Yield: 87.6 g (93.1% of the theoretical) white crystals; water content (Karl Fischer): about 0.1%; melting point 204° C. (clear, brown melt); TFC: peak at 209.52° C.; [α]D20: +28.9° (2% in ethanol); elemental analysis: C=64.39% (theoretical: 64.36%), H=5.91% (theoretical: 5.79%), N=5.43% (theoretical: 5.36%).

Workup

  1. additionwere added
  2. customto stand in a refrigerator overnight
  3. filtrationfiltrated
  4. washsubsequently washed with 100 ml
  5. temperaturecooled 2-propanol
  6. customThe residue was dried in a drying cabinet at 45° C
  7. customat 209.52° C.

Sources & evidence

ORD record
ord-1632a6fec56b483b90f78c3fcc3ef522
Source dataset
uspto-grants-2012_03
Patent number
US08143315B2

Reaction notes

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