Hydrochloride methanol → 3-(3-Chloro-pyrazin-2-yloxy)-cyclobutylamine hydrochloride

HRID 1846762Notes

Reaction equation

HRID 1846762 reaction equation
[Cl:1][C:2]1[C:3]([O:8][CH:9]2[CH2:12][CH:11]([NH:13]C(=O)OC(C)(C)C)[CH2:10]2)=[N:4][CH:5]=[CH:6][N:7]=1.Cl.CO>CO>[ClH:1].[Cl:1][C:2]1[C:3]([O:8][CH:9]2[CH2:10][CH:11]([NH2:13])[CH2:12]2)=[N:4][CH:5]=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 58548525Tert-butyl (3-((3-chloropyrazin-2-yl)oxy)cyclobutyl)carbamate

Product 1

HCID 866601603-(3-Chloro-pyrazin-2-yloxy)-cyclobutylamine hydrochlorideYield 200%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of tert-butyl (3-((3-chloropyrazin-2-yl)oxy)cyclobutyl)carbamate (2.8 g, 9.61 mmol) in MeOH (20 mL) was added HCl/MeOH (20 mL, saturated with HCl gas), and then stirred at RT for 1 hour. The reaction mixture was concentrated to give 3-((3-chloropyrazin-2-yl)oxy)cyclobutanamine hydrochloride (2.2 g, 9.61 mmol, 100%). ESI-MS (M+1): 200 calc. for C8H10ClN3O 199.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-4e781e98112a4fd18c3507a081e8e31d
Source dataset
uspto-grants-2015_02
Patent number
US08952037B2

Reaction notes

Loading…