Trifluoroacetic acid → HCID 54258983, compound

HRID 1386705Notes

Reaction equation

HRID 1386705 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:23]([C:20]1[CH:21]=[CH:22][C:17]([CH2:16][CH2:15][CH2:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:18][CH:19]=1)([O:25][CH3:26])=[O:24]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53862778HCID 53862778, compound

Product 1

HCID 54258983HCID 54258983, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 37 mg (0.1 mmol) of 1-t-butoxycarbonyl-4-(3-((4-carbomethoxy)phenyl)propyl)piperidine (from EXAMPLE 29, Step A) in CH2Cl2 at 0° C. was treated with 1.0 mL of TFA. The cooling bath was removed and the solution was stirred at rt for 1 h. The mixture was concentrated. The residue was dissolved in 2×5 mL of ether and concentrated to remove excess TFA. The crude product was used in Step C without further purification.

Workup

  1. customThe cooling bath was removed
  2. concentrationThe mixture was concentrated
  3. dissolutionThe residue was dissolved in 2×5 mL of ether
  4. concentrationconcentrated
  5. customto remove excess TFA
  6. customThe crude product was used in Step C without further purification

Sources & evidence

ORD record
ord-a9a75b5339e74a988e2f6702d804bcbb
Source dataset
uspto-grants-2001_07
Patent number
US06265434B1

Reaction notes

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