HCID 22340301, compound → 6-(1-Piperidinylmethyl)naphthalene-2-amine

HRID 585306Notes

Reaction equation

HRID 585306 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[CH:14]=[C:13]([NH:18]C(=O)OC(C)(C)C)[CH:12]=[CH:11]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>FC(F)(F)C(O)=O>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[CH:14]=[C:13]([NH2:18])[CH:12]=[CH:11]3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 1

HCID 22340301HCID 22340301, compound

Product 1

HCID 119942806-(1-Piperidinylmethyl)naphthalene-2-amineYield 83.7%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The tert-butyl 6-(1-piperidinylmethyl)-2-naphtylcarbamate (710 mg, 2.09 mmol) obtained in Reference Example 3 was dissolved in trifluoroacetic acid (10 ml), and the solution was stirred at room temperature for 1 hour. The reaction solution was concentrated under reduced pressure, ethyl acetate (50 ml) was added to the residue, the mixture was washed with an aqueous potassium carbonate solution (50 ml) and an aqueous saturated sodium chloride solution (50 ml), and concentrated under reduced pressure to obtain the titled compound (420 mg, 1.75 mmol) as pale orange crystals.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure, ethyl acetate (50 ml)
  2. additionwas added to the residue
  3. washthe mixture was washed with an aqueous potassium carbonate solution (50 ml)
  4. concentrationan aqueous saturated sodium chloride solution (50 ml), and concentrated under reduced pressure

Sources & evidence

ORD record
ord-c78e3f4fcd6c46789af8023f21bde5e1
Source dataset
uspto-grants-2005_08
Patent number
US06930185B2

Reaction notes

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