Hydrochloric Acid → 1-(2,4-difluoro-phenyl)-5-[3-(piperazin-1-yl)-pyridin-5-yl]-3-pentafluoroethyl-4,5-dihydro-1H-pyrazole hydrochloride

HRID 2208013Notes

Reaction equation

HRID 2208013 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[N:16][CH:17]=[C:18]([CH:20]3[N:24]([C:25]4[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:26]=4[F:32])[N:23]=[C:22]([C:33]([F:39])([F:38])[C:34]([F:37])([F:36])[F:35])[CH2:21]3)[CH:19]=2)[CH2:10][CH2:9]1)(OC(C)(C)C)=O.[ClH:40]>C(OCC)(=O)C>[ClH:40].[F:32][C:26]1[CH:27]=[C:28]([F:31])[CH:29]=[CH:30][C:25]=1[N:24]1[CH:20]([C:18]2[CH:19]=[C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH:15]=[N:16][CH:17]=2)[CH2:21][C:22]([C:33]([F:39])([F:38])[C:34]([F:35])([F:36])[F:37])=[N:23]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1184317435-[3-(4-BOC-piperazin-1-yl)-pyridin-5-yl]-1-(2,4-difluoro-phenyl)-3-pentafluoroethyl-4,5-dihydro-1H-pyrazole

Product 1

HCID 1184317551-(2,4-difluoro-phenyl)-5-[3-(piperazin-1-yl)-pyridin-5-yl]-3-pentafluoroethyl-4,5-dihydro-1H-pyrazole hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

5-[3-(4-BOC-piperazin-1-yl)-pyridin-5-yl]-1-(2,4-difluoro-phenyl)-3-pentafluoroethyl-4,5-dihydro-1H-pyrazole (220.0 mg, 0.4 mmol) prepared in Example 169 was added to a saturated solution of hydrochloric acid in ethyl acetate (2.0 mL). The reaction mixture was stirred at room temperature 2 hours and then concentrated under reduced pressure to give 210.0 mg of the titled compound as a brown liquid.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-729c1336d01f4dd1baf79e3d39753cc9
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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