Hydrochloric Acid → (+/-)-N-[3-(Methylamino)-2-oxo-1-(phenylmethyl)propyl]benzamide, hydrochloride

HRID 2417872Notes

Reaction equation

HRID 2417872 reaction equation
[C:1]([NH:9][CH:10]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:11](=[O:25])[CH2:12][N:13](C)[C:14](=O)OCC1C=CC=CC=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:33]>C(O)C.[C].[Pd]>[ClH:33].[CH3:14][NH:13][CH2:12][C:11](=[O:25])[CH:10]([NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13746639[3-(Benzoylamino)-2-oxo-4-phenylbutyl]methylcarbamic acid, phenylmethyl ester

Product 1

HCID 131713680(+/-)-N-[3-(Methylamino)-2-oxo-1-(phenylmethyl)propyl]benzamide, hydrochloride

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

[3-(Benzoylamino)-2-oxo-4-phenylbutyl]methylcarbamic acid, phenylmethyl ester (0.5 g.) is dissolved in ethanol (50 ml.) containing 1N hydrochloric acid (2 ml.). Palladium carbon catalyst (10%, 100 mg.) is added and hydrogenation is continued overnight. The reaction mixture is then filtered, evaporated, dissolved in water, and lyophilized to 300 mg. of (±)-N-[3-(methylamino)-2-oxo-1-(phenylmethyl)propyl]benzamide, hydrochloride as a homogeneous white powder.

Workup

  1. filtrationThe reaction mixture is then filtered
  2. customevaporated
  3. dissolutiondissolved in water

Sources & evidence

ORD record
ord-9e47fa691b174086986b769a3f50ca7a
Source dataset
uspto-grants-1984_09
Patent number
US04470973

Reaction notes

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