Hydrochloric Acid → (2R)-2-amino-N-[(1R)-1-(3-methyl-[1,2,4]oxadiazol-5-yl)-2-phenylethyl]-3-(2-naphthyl)propionamide hydrochloride

HRID 1701016Notes

Reaction equation

HRID 1701016 reaction equation
C(OC(=O)[NH:7][C@@H:8]([C:20](=[O:36])[NH:21][C@@H:22]([C:30]1[O:34][N:33]=[C:32]([CH3:35])[N:31]=1)[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:9][C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=1)(C)(C)C.[ClH:38]>C(OCC)(=O)C>[ClH:38].[NH2:7][C@H:8]([CH2:9][C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=1)[C:20]([NH:21][C@@H:22]([C:30]1[O:34][N:33]=[C:32]([CH3:35])[N:31]=1)[CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:36]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54237827{(1R)-1-{(1R)-1-(3-methyl-[1,2,4]oxadiazol-5-yl)-2-phenylethylcarbamoyl}-2-(2-naphthyl)ethyl}carbamic acid tertbutyl ester

Product 1

HCID 69834587(2R)-2-amino-N-[(1R)-1-(3-methyl-[1,2,4]oxadiazol-5-yl)-2-phenylethyl]-3-(2-naphthyl)propionamide hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

{(1R)-1-{(1R)-1-(3-Methyl-[1,2,4]oxadiazol-5-yl)-2-phenylethylcarbamoyl}-2-(2-naphthyl)ethyl}carbamic acid tertbutyl ester (4.5 g, 8.99 mmol) was suspended in ethyl acetate (50 ml) and a saturated mixture of hydrogen chloride in ethyl acetate (45 ml) was added. After 3 h at 20° C., the reaction mixture was filtered to give 3.17 g of (2R)-2-amino-N-[(1R)-1-(3-methyl-[1,2,4]oxadiazol-5-yl)-2-phenylethyl]-3-(2-naphthyl)propionamide hydrochloride.

Workup

  1. additionwas added
  2. filtrationthe reaction mixture was filtered

Sources & evidence

ORD record
ord-ab1bee37e5b34c11906bcfe87655140a
Source dataset
uspto-grants-2002_02
Patent number
US06350767B1

Reaction notes

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