Acetic Acid → HCID 11085189, compound

HRID 1249099Notes

Reaction equation

HRID 1249099 reaction equation
C(OC([N:11]1[CH:23]([C:24]([NH2:26])=[O:25])[CH2:22][C:21]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]=2[CH2:12]1)=O)C1C=CC=CC=1.C(O)(=O)C>C(O)C.[Pd]>[CH2:12]1[C:13]2[NH:14][C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:21]=2[CH2:22][CH:23]([C:24]([NH2:26])=[O:25])[NH:11]1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 13863915HCID 13863915, compound

Product 1

HCID 11085189HCID 11085189, compoundYield 79.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(3RS)-2-Benzyloxycarbonyl-1,2,3,4-tetrahydro-β-carboline-3-carboxamide (2.47 g) is dissolved in ethanol (350 ml) and thereto are added acetic acid (0.02 ml) and 10% Pd-C (1.0 g). The mixture is subjected to catalytic reduction under atmospheric pressure. After the reaction, the catalyst is removed by filtration and washed with ethanol. The filtrate and the washing liquid are combined and distilled to remove the solvent. The residue is crystallized from ether to give the title compound (1.21 g, 79%), m.p. 212°-216° C.

Workup

  1. customAfter the reaction
  2. customthe catalyst is removed by filtration
  3. washwashed with ethanol
  4. distillationdistilled
  5. customto remove the solvent
  6. customThe residue is crystallized from ether

Sources & evidence

ORD record
ord-f28c0b42d1e6411d8c2cd1d88f3f7762
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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