Hydrochloric Acid → HCID 86751339, compound

HRID 1379218Notes

Reaction equation

HRID 1379218 reaction equation
[CH2:1]([C@@H:8]1[CH2:13][N:12]([C:14](=[O:28])[C@@H:15]2[CH2:19][C@@H:18]([OH:20])[CH2:17][N:16]2C(OC(C)(C)C)=O)[CH2:11][CH2:10][N:9]1[C:29](=[O:44])[C:30]1[CH:35]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:33]=[C:32]([C:40]([F:43])([F:42])[F:41])[CH:31]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:45]>ClCCl.O1CCOCC1>[ClH:45].[CH2:1]([C@@H:8]1[CH2:13][N:12]([C:14](=[O:28])[C@@H:15]2[CH2:19][C@@H:18]([OH:20])[CH2:17][NH:16]2)[CH2:11][CH2:10][N:9]1[C:29](=[O:44])[C:30]1[CH:35]=[C:34]([C:36]([F:37])([F:38])[F:39])[CH:33]=[C:32]([C:40]([F:43])([F:42])[F:41])[CH:31]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86751341HCID 86751341, compound

Product 1

HCID 86751339HCID 86751339, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of (2R)-2-benzyl-1-[3,5-bis(trifluoromethyl)benzoyl]-4-[(4R)-4-hydroxy-1-tert-butoxycarbonyl-L-prolyl]piperazine (0.68 g) in dichloromethane (10 ml) was added 4N hydrogen chloride in dioxane solution (10 ml) at 0° C. The resulting mixture was stirred at the same temperature for 1 hour and then concentrated under reduced pressure. The residue was pulverized with ethyl ether, collected by filtration and washed with ethyl ether to give (2R)-2-benzyl-1-[3,5-bis(trifluoromethyl)benzoyl]-4-[(4R)-4-hydroxy-L-prolyl]piperazine hydrochloride (0.57 g).

Workup

  1. concentrationconcentrated under reduced pressure
  2. filtrationcollected by filtration
  3. washwashed with ethyl ether

Sources & evidence

ORD record
ord-634f14a23b4f4e319020d4e88436cca5
Source dataset
uspto-grants-1997_09
Patent number
US05670505

Reaction notes

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