Hydrochloric Acid → HCID 131721121, compound

HRID 362703Notes

Reaction equation

HRID 362703 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][NH:9][C:10](=[O:31])[C@@H:11]2[C@@H:15]([CH2:16][CH3:17])[CH2:14][CH2:13][N:12]2[CH:18](C(OC(C)(C)C)=O)[C@@H:19]2[CH2:23][CH2:22][CH2:21][NH:20]2)[CH:5]=[CH:6][CH:7]=1.Cl>CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][NH:9][C:10](=[O:31])[C@@H:11]2[C@@H:15]([CH2:16][CH3:17])[CH2:14][CH2:13][N:12]2[CH2:18][C@@H:19]2[CH2:23][CH2:22][CH2:21][NH:20]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131721118HCID 131721118, compound

Product 1

HCID 131721121HCID 131721121, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

N-[(t-Butyloxycarbonyl)-pyrrolidin-2(S)-ylmethyl]-3(S)-ethyl-proline-N-(3-chlorophenylmethyl) amide (Example 1, Step H) (0.175 g, 0.39 mmol) was dissolved in EtOAc (15 mL), cooled to -20° C. and saturated with HCl gas. The solution was stirred at 0° C. for 1 h, then at 25° C. for 1 h, then concentrated to dryness to give pyrrolidin-2(S)-ylmethyl!-3(S)-ethyl-proline-N-(3-chlorophenylmethyl) amide which was used without further purification.

Workup

  1. waitat 25° C. for 1 h
  2. concentrationconcentrated to dryness
  3. customto give pyrrolidin-2(S)-ylmethyl
  4. custom-3(S)-ethyl-proline-N-(3-chlorophenylmethyl) amide which was used without further purification

Sources & evidence

ORD record
ord-7433791ff3674c1a915c86f4c81f61f1
Source dataset
uspto-grants-1999_02
Patent number
US05869682

Reaction notes

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