Trifluoroacetic acid → HCID 68292569, compound

HRID 529511Notes

Reaction equation

HRID 529511 reaction equation
[CH2:1]([N:8]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]([NH:16]C(=O)OC(C)(C)C)[C:9]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[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:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9]1=[O:24]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68311021HCID 68311021, compound

Product 1

HCID 68292569HCID 68292569, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (S)-tert-butyl 1-benzyl-2-oxoazocan-3-ylcarbamate (9.0 mg, 0.027 mmol) in DCM (0.2 mL) at rt was added TFA (0.2 mL). The clear solution was stirred at rt for 1 hr. The reaction mixture was concentrated and dried under vacuum to give (S)-3-Amino-1-benzylazocan-2-one trifluoroacetate (6.3 mg, 0.027 mmol, 100% yield) as a colorless oil. Anal. Calcd. for C14H20N2O m/z 232.3. found: 233.1 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-36e0d6154cbf4652a2fffe63323fdc1e
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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