Hydrochloric Acid → 3-((3-Bromopyridin-2-yl)oxy)cyclobutanamine hydrochloride

HRID 1846819Notes

Reaction equation

HRID 1846819 reaction equation
[Br: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][CH:7]=1.[ClH:21]>CO>[ClH:21].[Br: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][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58548513Tert-butyl (3-((3-bromopyridin-2-yl)oxy)cyclobutyl)carbamate

Product 1

HCID 674787263-((3-Bromopyridin-2-yl)oxy)cyclobutanamine hydrochlorideYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl (3-((3-bromopyridin-2-yl)oxy)cyclobutyl)carbamate (see PREPARATION 7B; 342 mg, 1 mmol) was added 4 M HCl in MeOH (50 mL). The solution was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure to give 3-((3-bromopyridin-2-yl)oxy)cyclobutanamine hydrochloride (223 mg, 0.95 mmol, yield 95%). ESI-MS (M+1): 243 calc. for C9H11BrN2O 242.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-601b8234fdde4bb0a5f92e940f86882d
Source dataset
uspto-grants-2015_02
Patent number
US08952037B2

Reaction notes

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