Hydrochloric Acid → 2-amino-N5-methyl-N1,N1-di(n-propyl)-pentane-1,5-diamide hydrochloride

HRID 64924Notes

Reaction equation

HRID 64924 reaction equation
[ClH:1].C(OC([NH:12][CH:13]([CH2:23][CH2:24][C:25]([NH:27][CH3:28])=[O:26])[C:14]([N:16]([CH2:20][CH2:21][CH3:22])[CH2:17][CH2:18][CH3:19])=[O:15])=O)C1C=CC=CC=1>C(O)(C)C.[C].[Pd]>[ClH:1].[NH2:12][CH:13]([CH2:23][CH2:24][C:25]([NH:27][CH3:28])=[O:26])[C:14]([N:16]([CH2:17][CH2:18][CH3:19])[CH2:20][CH2:21][CH3:22])=[O:15]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 134209822-benzyloxycarbonylamino-N5-methyl-N1,N1-di(n-propyl)pentane-1,5-diamide

Product 1

HCID 867409892-amino-N5-methyl-N1,N1-di(n-propyl)-pentane-1,5-diamide hydrochlorideYield 97%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 3776IsopropanolSolvent

Procedure

In 50 ml of isopropanol was dissolved 9.3 g of DL-2-benzyloxycarbonylamino-N5 -methyl-N1,N1 -di(n-propyl)pentane-1,5-diamide, after which 2.2 ml of conc. hydrochloric acid and 0.5 g of 10% palladium-carbon were added and catalytic reduction was carried out at room temperature under atmospheric pressure. After completion of the reaction, the palladium-carbon was removed by filtration and the solvent was removed by distillation under reduced pressure to obtain 6.7 g (yield 97%) of DL-2-amino-N5 -methyl-N1,N1 -di(n-propyl)-pentane-1,5-diamide hydrochloride having a melting point of 125°-127° C.

Workup

  1. customwas carried out at room temperature under atmospheric pressure
  2. customAfter completion of the reaction
  3. customthe palladium-carbon was removed by filtration
  4. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-0e8c2d5967344da687194b00bc1f801d
Source dataset
uspto-grants-1986_09
Patent number
US04610983

Reaction notes

Loading…