Trifluoroacetic acid → HCID 86722627, compound

HRID 1480369Notes

Reaction equation

HRID 1480369 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH:5]([CH3:16])[CH2:4]1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:16][CH:5]1[CH2:4][CH:3]([CH2:2][NH2:1])[CH2:8][CH2:7][NH:6]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 83669920tert-butyl 4-(aminomethyl)-2-methylpiperidine-1-carboxylate

Product 1

HCID 86722627HCID 86722627, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture comprising tert-butyl 4-(aminomethyl)-2-methylpiperidine-1-carboxylate (2 g, 8.76 mmol) and trifluoroacetic acid (10 ml, 130 mmol) in DCM (29.2 ml) was stirred at room temperature for 1 hour. The resulting mixture was loaded on to an Isolute® SCX-2 10 g cartridge and washed with DCM. The product was eluted with 7M ammonia in MeOH and concentrated under reduced pressure. The crude material was suspended in EtOH and filtered. The filtrate was concentrated under pressure to afford the title compound which was used in the next step without further purification;

Workup

  1. washwashed with DCM
  2. washThe product was eluted with 7M ammonia in MeOH
  3. concentrationconcentrated under reduced pressure
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under pressure

Sources & evidence

ORD record
ord-138df1fb5e344e3d84f06bd580ae84d7
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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