Hydrogen chloride-ethyl acetate → 1-[(1R,2R)-2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methanamine dihydrochloride

HRID 1639761Notes

Reaction equation

HRID 1639761 reaction equation
[CH3:1][N:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][CH:7]=[C:8]2[C@@H:11]2[CH2:13][C@H:12]2[CH2:14][NH:15]C(=O)OC(C)(C)C)=[N:3]1.[ClH:23].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:23].[ClH:23].[CH3:1][N:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][CH:7]=[C:8]2[C@@H:11]2[CH2:13][C@H:12]2[CH2:14][NH2:15])=[N:3]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59334523tert-butyl {[(1R,2R)-2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}carbamate

Product 1

HCID 667207431-[(1R,2R)-2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methanamine dihydrochlorideYield 98%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl {[(1R,2R)-2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}carbamate (2.68 g, 8.89 mmol) in ethyl acetate (50 mL) was added 4 M hydrochloric acid/ethyl acetate (50 mL) solution, and the mixture was stirred at room temperature for 2 hr. The solvent was concentrated under reduced pressure, and the obtained crystals were washed with ethyl acetate to give the title compound (2.38 g, yield 98%).

Workup

  1. concentrationThe solvent was concentrated under reduced pressure
  2. washthe obtained crystals were washed with ethyl acetate

Sources & evidence

ORD record
ord-92ab0a635ac74384ab91fc491d0ebc23
Source dataset
uspto-grants-2012_02
Patent number
US08110585B2

Reaction notes

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