3-Hydroxy-3-pyridin-2-yl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester → HCID 12095854, compound

HRID 2202791Notes

Reaction equation

HRID 2202791 reaction equation
C(OC([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][C:11]([OH:22])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[CH2:12]2)=O)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[N:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:11]1([OH:22])[CH2:12][CH:13]2[NH:8][CH:9]([CH2:15][CH2:14]2)[CH2:10]1

Participants

4

Reactant 1

HCID 674646933-Hydroxy-3-pyridin-2-yl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

Product 1

HCID 12095854HCID 12095854, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

3-Hydroxy-3-pyridin-2-yl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (0.8 g, 2.6 mmol) was dissolved in TFA (3 mL) and DCM (10 mL). The mixture was stirred for 1 hour and the solvent removed by evaporation under vacuum and the residues were passed through an SCX cartridge, eluting with 2 M ammonia in methanol to give the title compound. LCMS m/z 205.2 [M+H]+. R.T.=0.38 min (Analytical Method 3).

Workup

  1. customthe solvent removed by evaporation under vacuum
  2. washeluting with 2 M ammonia in methanol

Sources & evidence

ORD record
ord-abc0e2d45b4848f39ec694d0221a484e
Source dataset
uspto-grants-2016_06
Patent number
US09365564B2

Reaction notes

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