Hydrochloric Acid → 5,6-difluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole hydrochloride

HRID 2274776Notes

Reaction equation

HRID 2274776 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[N:7]([S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH:6]=[C:5]2[C:21]1[CH:22]=[N:23][N:24](C(OC(C)(C)C)=O)[CH:25]=1.[ClH:33]>CCOC(C)=O>[ClH:33].[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[N:7]([S:12]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)(=[O:13])=[O:14])[CH:6]=[C:5]2[C:21]1[CH:22]=[N:23][NH:24][CH:25]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118059922tert-butyl 4-(5,6-difluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylate2×

Product 1

HCID 1180603885,6-difluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole hydrochlorideYield 88%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl 4-(5,6-difluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylate (Intermediate 29; 203 mg; 0.44 mmol) in EtOAc (2 mL) was added HCl in EtOAc (4 M; 1 mL). The resulting mixture was stirred for 2 hours. The reaction mixture was concentrated to dryness under reduced pressure to afford 150 mg (88%) of the title compound as a red solid.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-07f34b1d8f744fffbbc5874098067724
Source dataset
uspto-grants-2015_09
Patent number
US09126984B2

Reaction notes

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