Hydrochloric Acid → HCID 69078785, compound

HRID 1510255Notes

Reaction equation

C(OC(=O)[NH:7][C@@H:8]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:9](=[O:23])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)(C)(C)C.[ClH:32]>C(O)C.C(OCC)(=O)C>[ClH:32].[ClH:32].[NH2:7][C@@H:8]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:9]([NH:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[CH:18]=[CH:19][N:20]=[CH:21][CH:22]=2)=[CH:15][CH:16]=1)=[O:23]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of tert-butyl[(1S)-1-benzyl-2-oxo-2-{[4-(4-pyridinyl)phenyl]amino}ethyl]carbamate (800 mg) in ethanol (30 mL) was added 4N hydrogen chloride in ethyl acetate (5 mL) and the mixture was stirred at 60° C. for 1 hour. The solvents were removed by evaporation in vacuo and the residue was recrystallized from 2-propanol to afford (2S)-2-amino-3-phenyl-N-[4-(4-pyridinyl)phenyl]propanamide dihydrochloride (625 mg) as a white powder.

Workup

customThe solvents were removed by evaporation in vacuo
customthe residue was recrystallized from 2-propanol

Sources & evidence

ORD record: ord-3d653cf4598347dba7e88fecbeae22c0
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08211919B2

Reaction notes

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