Hydrochloric Acid → 3-(methylthio)-1-phenyl-6-(3-(piperazin-1-yl)azetidin-1-yl)-1H-indazole hydrochloride

HRID 68685Notes

Reaction equation

HRID 68685 reaction equation
[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([N:12]3[CH2:15][CH:14]([N:16]4[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]4)[CH2:13]3)=[CH:9][CH:10]=2)[N:5]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:4]=1.[ClH:35]>ClCCl>[ClH:35].[CH3:1][S:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([N:12]3[CH2:15][CH:14]([N:16]4[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]4)[CH2:13]3)=[CH:9][CH:10]=2)[N:5]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[N:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67449337tert-butyl 4-(1-(3-(methylthio)-1-phenyl-1H-indazol-6-yl)azetidin-3-yl)piperazine-1-carboxylate

Product 1

HCID 674488073-(methylthio)-1-phenyl-6-(3-(piperazin-1-yl)azetidin-1-yl)-1H-indazole hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Into a 50-mL 3-necked round-bottom flask, was placed a solution of tert-butyl 4-(1-(3-(methylthio)-1-phenyl-1H-indazol-6-yl)azetidin-3-yl)piperazine-1-carboxylate (100 mg, 0.21 mmol, 1.00 equiv) in dichloromethane (20 mL). To the resulting mixture, HCl (g) was introduced at 0-5° C. The resulting solution was stirred for 1 h at room temperature. The solids were collected by filtration to yield 3-(methylthio)-1-phenyl-6-(3-(piperazin-1-yl)azetidin-1-yl)-1H-indazole hydrochloride as a white solid.

Workup

  1. customInto a 50-mL 3-necked round-bottom flask, was placed
  2. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-8265d43b2ab04c34adf2220f66f77097
Source dataset
uspto-grants-2014_09
Patent number
US08822447B2

Reaction notes

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