HCID 67464692, compound → HCID 67462524, compound

HRID 2202804Notes

Reaction equation

HRID 2202804 reaction equation
C(OC([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][C:11]([F:22])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[CH2:12]2)=O)(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[F:22][C:11]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:10][CH:9]2[NH:8][CH:13]([CH2:14][CH2:15]2)[CH2:12]1

Participants

4

Reactant 1

HCID 67464692HCID 67464692, compound

Product 1

HCID 67462524HCID 67462524, compoundYield 84.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

3-Fluoro-3-pyridin-2-yl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (PA Isomer 1) (0.056 g) was dissolved in DCM (1 mL) and TFA (5 mL). The solution was stirred for 2 hours then the solvent was removed by evaporation under vacuum. The residue was loaded onto an SCX-2 cartridge and washed with DCM, methanol and then eluted with ammonia (2 M in methanol). The solvent was removed by evaporation under vacuum to afford the title compound as a white solid (0.032 g). LCMS m/z 207 [M+H]+. R.T.=0.37 min (Analytical Method 3).

Workup

  1. customthe solvent was removed by evaporation under vacuum
  2. washwashed with DCM, methanol
  3. washeluted with ammonia (2 M in methanol)
  4. customThe solvent was removed by evaporation under vacuum

Sources & evidence

ORD record
ord-387793c834334c909508e6a0f2132fce
Source dataset
uspto-grants-2016_06
Patent number
US09365564B2

Reaction notes

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