Hydrochloric Acid → (S)-1-(2-methoxyphenyl)-3-(methylamino)azepan-2-one hydrochloride

HRID 529559Notes

Reaction equation

HRID 529559 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]([N:17](C)[C:18](=O)OC(C)(C)C)[C:11]1=[O:26]>O1CCOCC1>[ClH:1].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]([NH:17][CH3:18])[C:11]1=[O:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68310944(S)-tert-butyl 1-(2-methoxyphenyl)-2-oxoazepan-3-yl(methyl)carbamate

Product 1

HCID 68291629(S)-1-(2-methoxyphenyl)-3-(methylamino)azepan-2-one hydrochlorideYield 98%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 4 N HCl in dioxane (0.15 mL, 0.60 mmol) was added dropwise to a 0° C. solution of (S)-tert-butyl 1-(2-methoxyphenyl)-2-oxoazepan-3-yl(methyl)carbamate (52 mg, 0.15 mmol) in dioxane (0.6 mL). The reaction mixture was then stirred at rt for 2 hr. The reaction mixture was concentrated and dried under vacuum to give (S)-1-(2-methoxyphenyl)-3-(methylamino)azepan-2-one hydrochloride (41.5 mg, 0.146 mmol, 98% yield) as a white solid. Anal. Calcd. for C14H20N2O2 m/z 248.3. found: 249.2 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customdried under vacuum

Sources & evidence

ORD record
ord-badf7959685c4e00ae09aa3bd990e16f
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

Loading…