Trifluoroacetic acid → HCID 45786952, compound

HRID 1043777Notes

Reaction equation

HRID 1043777 reaction equation
FC(F)(F)C(O)=O.[N+:8]([C:11]1[CH:12]=[CH:13][C:14]([O:17][CH:18]2[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]2)=[N:15][CH:16]=1)([O-:10])=[O:9]>ClCCl>[N+:8]([C:11]1[CH:12]=[CH:13][C:14]([O:17][CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[N:15][CH:16]=1)([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 45786893HCID 45786893, compound

Product 1

HCID 45786952HCID 45786952, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (5 eq) was added to a solution of tert-butyl 4-(5-nitropyridin-2-yloxy)piperidine-1-carboxylate (1 eq) in dichloromethane, stirring at room temperature for 1 hour. The solvent was then evaporated, the residue brought to pH=10 with sat. aq. Na2CO3 solution and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and evaporated to afford the product as a light yellow crystalline solid. LC/MS (m/z): 224.3 (MH+), Rt 1.64 minutes

Workup

  1. customThe solvent was then evaporated
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-284d8c066c4544c49cb46c23560414c6
Source dataset
uspto-grants-2013_10
Patent number
US08563549B2

Reaction notes

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