Trifluoroacetic acid → (1R,6S)-8-(6-Methylpyridin-2-yl)-3,8-diazabicyclo[4.2.0]octane

HRID 1193092Notes

Reaction equation

HRID 1193092 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([N:8]2[C@@H:15]3[C@@H:10]([CH2:11][CH2:12][N:13](C(OC(C)(C)C)=O)[CH2:14]3)[CH2:9]2)[CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][C:2]1[N:7]=[C:6]([N:8]2[C@@H:15]3[C@@H:10]([CH2:11][CH2:12][NH:13][CH2:14]3)[CH2:9]2)[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67116757(1R,6S)-tert-butyl 8-(6-methylpyridin-2-yl)-3,8-diazabicyclo[4.2.0]octane-3-carboxylate

Product 1

HCID 67116915(1R,6S)-8-(6-Methylpyridin-2-yl)-3,8-diazabicyclo[4.2.0]octane

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (1R,6S)-tert-butyl 8-(6-methylpyridin-2-yl)-3,8-diazabicyclo[4.2.0]octane-3-carboxylate (80 mg, 0.26 mmol) in DCM (5 mL) was added TFA (2 mL). The resulting mixture was allowed to stir at ambient temperature. After 16 h the mixture was concentrated under reduced pressure. The resulting trifluoroacetic acid salt of the title compound (80 mg) was used without further purification. MS (ESI) mass calcd. for C12H17N3, 203.2; m/z found, 204.1 [M+H]+.

Workup

  1. concentrationAfter 16 h the mixture was concentrated under reduced pressure
  2. customThe resulting trifluoroacetic acid salt of the title compound (80 mg) was used without further purification

Sources & evidence

ORD record
ord-83f4ebf06af144c6869d07c9274f615f
Source dataset
uspto-grants-2014_03
Patent number
US08680275B2

Reaction notes

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