Trifluoroacetic acid → (S)-3-amino-1-(2-methoxyphenyl)azepan-2-one trifluoroacetate

HRID 529534Notes

Reaction equation

HRID 529534 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]([NH:16]C(=O)OC(C)(C)C)[C:10]1=[O:24].[C:25]([OH:31])([C:27]([F:30])([F:29])[F:28])=[O:26]>C(Cl)Cl>[F:28][C:27]([F:30])([F:29])[C:25]([OH:31])=[O:26].[NH2:16][C@H:11]1[CH2:12][CH2:13][CH2:14][CH2:15][N:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[C:10]1=[O:24]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68310539(S)-tert-butyl 1-(2-methoxyphenyl)-2-oxoazepan-3-ylcarbamate

Product 1

HCID 68292209(S)-3-amino-1-(2-methoxyphenyl)azepan-2-one trifluoroacetateYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a round bottom flask was added (S)-tert-butyl 1-(2-methoxyphenyl)-2-oxoazepan-3-ylcarbamate (27 mg, 0.081 mmol), DCM (1 mL) and TFA (1 mL). The reaction mixture was stirred at rt for 2 hr. The reaction mixture was concentrated under reduced pressure and then dried under high vacuum to give (S)-3-amino-1-(2-methoxyphenyl)azepan-2-one trifluoroacetate (28 mg, 0.080 mmol, 100% yield) as an oil.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-8a40b0dc898e448db9b736e180d4d2a6
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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