Trifluoroacetic acid → HCID 68997130, compound

HRID 2112760Notes

Reaction equation

HRID 2112760 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][O:6][C@H:5]([CH2:9][N:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]2)[CH2:4]1)[CH3:2].FC(F)(F)C(O)=O>ClCCl>[CH2:1]([N:3]1[CH2:8][CH2:7][O:6][C@H:5]([CH2:9][N:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)[CH2:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69003330HCID 69003330, compound

Product 1

HCID 68997130HCID 68997130, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-butyl 4-((2R)-4-ethylmorpholin-2-ylmethyl)piperazinecarboxylate (0.50 g, 1.60 mmol) prepared according to Process Step 1 was dissolved in dichloromethane (5 mL), and the solution was mixed with trifluoroacetic acid (2 mL) added dropwise under ice-cooling. After stirring at room temperature for one hour, the solvent was distilled off under reduced pressure. The resulting yellow oil was dissolved in dioxane (6 mL), and the solution was mixed with triethylamine (3 mL) to thereby yield (2R)-4-ethyl-2-(piperazinylmethyl)morpholine.

Workup

  1. additionadded dropwise under ice-
  2. temperaturecooling
  3. distillationthe solvent was distilled off under reduced pressure
  4. dissolutionThe resulting yellow oil was dissolved in dioxane (6 mL)
  5. additionthe solution was mixed with triethylamine (3 mL) to thereby yield (2R)-4-ethyl-2-(piperazinylmethyl)morpholine

Sources & evidence

ORD record
ord-3675ee16776f48a78a86a232d02a0cbf
Source dataset
uspto-grants-2009_04
Patent number
US07524852B2

Reaction notes

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