HCID 86656157, compound → HCID 67301543, compound

HRID 1192461Notes

Reaction equation

HRID 1192461 reaction equation
[N:1]([CH:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]=1[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=1)[CH3:5])=[N+]=[N-].[H][H]>CO.[Pd]>[F:22][C:18]1[CH:17]=[C:16]([C:7]2[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:14]=[CH:15][C:6]=2[CH:4]([NH2:1])[CH3:5])[CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 86656157HCID 86656157, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67301543HCID 67301543, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-(1-azidoethyl)-1-(3-fluorophenyl)naphthalene (0.035 g, 0.12 mmol) in 1 mL of methanol was hydrogenated in the presence of 5% Pd/C, under balloon pressure of hydrogen, for 1 hour. After filtering off the catalyst, the filtrate was concentrated under reduced pressure and the resulting residue was used directly in next step. LCMS calculated for C18H14F(M−NH2)+: m/z=249.1; found: 249.3.

Workup

  1. filtrationAfter filtering off the catalyst
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8381e406c1c84879a42f461e89620f5f
Source dataset
uspto-grants-2014_03
Patent number
US08680108B2

Reaction notes

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