Hydrochloric Acid → HCID 86755514, compound

HRID 2288205Notes

Reaction equation

HRID 2288205 reaction equation
C1CO[C:3]([C:39]2[CH:44]=[CH:43][C:42]([F:45])=[CH:41][CH:40]=2)([CH2:4][CH2:5][CH2:6][N:7]2[CH2:12][CH2:11][N:10]([C:13](=[O:28])[C:14]3[CH:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:17]=[C:16]([C:24]([F:27])([F:26])[F:25])[CH:15]=3)[C@H:9]([CH2:29][C:30]3[C:38]4[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=4)[NH:32][CH:31]=3)[CH2:8]2)[O:2]1.[ClH:48]>C(OCC)(=O)C>[ClH:48].[F:45][C:42]1[CH:43]=[CH:44][C:39]([C:3](=[O:2])[CH2:4][CH2:5][CH2:6][N:7]2[CH2:12][CH2:11][N:10]([C:13](=[O:28])[C:14]3[CH:19]=[C:18]([C:20]([F:21])([F:22])[F:23])[CH:17]=[C:16]([C:24]([F:26])([F:25])[F:27])[CH:15]=3)[C@H:9]([CH2:29][C:30]3[C:38]4[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=4)[NH:32][CH:31]=3)[CH2:8]2)=[CH:40][CH:41]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54475717HCID 54475717, compound

Product 1

HCID 86755514HCID 86755514, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of (2R)-4-[4,4-ethylenedioxy-4-(4-fluorophenyl)butyl]-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)piperazine (210 mg) in ethyl acetate was added 4N hydrogen chloride in ethyl acetate solution (0.5 ml) and the whole was stirred at room temperature for 23 hours. The solution was evaporated in vacuo. The residue was triturated with a mixture of ethyl acetate and diisopropyl ether to give (2R)-4-[4-(4-fluorophenyl)-4-oxobutyl]-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)piperazine hydrochloride (183.7 mg).

Workup

  1. customThe solution was evaporated in vacuo
  2. customThe residue was triturated with a mixture of ethyl acetate and diisopropyl ether

Sources & evidence

ORD record
ord-929176fb967747a084c022d9bfabcf92
Source dataset
uspto-grants-2000_07
Patent number
US06087357

Reaction notes

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