Hydrochloric Acid → HCID 70563004, compound

HRID 436042Notes

Reaction equation

HRID 436042 reaction equation
[NH2:1][C@H:2]([C:10]([NH:12][C@H:13]([C:15]([N:17]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=1[C:26](=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH3:18])=[O:16])[CH3:14])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>CO>[ClH:25].[NH2:1][C@H:2]([C:10]([NH:12][C@H:13]([C:15]([N:17]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=1[C:26](=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH3:18])=[O:16])[CH3:14])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70561582HCID 70561582, compound

Product 1

HCID 70563004HCID 70563004, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.5 g of L-phenylalanyl-N-(2-benzoyl-4-chlorophenyl)-N-methyl-L-alaninamide was dissolved in a minimum amount of methanol at room temperature and treated, by titration, with an exact equivalent of 1-N hydrochloric acid. The solvent was removed from the resulting solution by evaporation in vacuo at room temperature and finally by lyophilisation to give, in quantitative yield, L-phenylalanyl-N-(2-benzoyl-4-chlorophenyl)-N-methyl-L-alaninamide hydrochloride as a white hygroscopic light-sensitive amorphous powder of melting point 130°-140°C (slow decomposition): [α]D20 = -40.0° (c = 1 in water).

Workup

  1. customThe solvent was removed from the resulting solution by evaporation in vacuo at room temperature and finally by lyophilisation

Sources & evidence

ORD record
ord-7ffc9c51d1fd4fae9a461dfe29e58631
Source dataset
uspto-grants-1977_02
Patent number
US04007219

Reaction notes

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