Hydrochloric Acid → 3-((3-(tetrahydro-2H-pyran-4-yl)pyridin-2-yl)oxy)cyclobutanamine hydrochloride

HRID 1846768Notes

Reaction equation

HRID 1846768 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:8]([O:13][CH:14]3[CH2:17][CH:16]([NH:18]C(=O)OC(C)(C)C)[CH2:15]3)=[N:9][CH:10]=[CH:11][CH:12]=2)[CH2:3][CH2:2]1.[ClH:26]>CO>[ClH:26].[O:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:8]([O:13][CH:14]3[CH2:17][CH:16]([NH2:18])[CH2:15]3)=[N:9][CH:10]=[CH:11][CH:12]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58548637tert-butyl (3-((3-(tetrahydro-2H-pyran-4-yl)pyridin-2-yl)oxy)cyclobutyl)carbamate

Product 1

HCID 674787363-((3-(tetrahydro-2H-pyran-4-yl)pyridin-2-yl)oxy)cyclobutanamine hydrochlorideYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To tert-butyl (3-((3-(tetrahydro-2H-pyran-4-yl)pyridin-2-yl)oxy)cyclobutyl)carbamate (348 mg, 1 mmol) was added 4 M HCl in MeOH (100 mL). The solution was stirred at RT for 2 hours. The solvent was removed under reduced pressure to give 3-((3-(tetrahydro-2H-pyran-4-yl)pyridin-2-yl)oxy)cyclobutanamine hydrochloride (248 mg, 0.95 mmol, yield 95%). ESI-MS (M+1): 249 calc. for C19H28N2O4 248.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-99c69153b9f94f69bf06cc19134abb7a
Source dataset
uspto-grants-2015_02
Patent number
US08952037B2

Reaction notes

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