Hydrochloric Acid → 5-(2-chloro-phenyl)-1-[4-(piperazin-1-yl)-phenyl]-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole hydrochloride

HRID 2208103Notes

Reaction equation

HRID 2208103 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[N:12]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)=[CH:15][CH:14]=2)[N:11]=[C:10]([C:32]([C:38]([F:41])([F:40])[F:39])([C:34]([F:37])([F:36])[F:35])[OH:33])[CH2:9]1.Cl>C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[N:12]([C:13]2[CH:14]=[CH:15][C:16]([N:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)=[CH:17][CH:18]=2)[N:11]=[C:10]([C:32]([C:34]([F:36])([F:35])[F:37])([C:38]([F:40])([F:41])[F:39])[OH:33])[CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1184319155-(2-chloro-phenyl)-1-[4-(4-BOC-piperazin-1-yl)-phenyl]-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole

Product 1

HCID 1184319735-(2-chloro-phenyl)-1-[4-(piperazin-1-yl)-phenyl]-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole hydrochlorideYield 216.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

5-(2-Chloro-phenyl)-1-[4-(4-BOC-piperazin-1-yl)-phenyl]-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole (280.0 mg, 0.46 mmol) prepared in Example 426 was added to a saturated solution of hydrochloric acid in ethyl acetate (2.0 mL). The reaction mixture was stirred at room temperature for 1 hour and then concentrated under reduced pressure to give 270.0 mg of the titled compound as a yellow liquid.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0d5f7acd9cf7494ba111deb75b443e1f
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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