HCID 59856530, compound → HCID 59856532, compound

HRID 2378957Notes

Reaction equation

HRID 2378957 reaction equation
[F:1][C:2]1[C:3]([N+:24]([O-])=O)=[C:4]([CH:21]=[CH:22][CH:23]=1)[CH2:5][CH2:6][NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1.[H][H]>CO.[Pt](=O)=O>[NH2:24][C:3]1[C:2]([F:1])=[CH:23][CH:22]=[CH:21][C:4]=1[CH2:5][CH2:6][NH:7][CH:8]1[CH2:9][CH2:10][N:11]([CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 59856530HCID 59856530, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59856532HCID 59856532, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

N-(3-Fluoro-2-nitrophenethyl)-1-benzylpiperidin-4-amine (800 mg, 2.238 mmol) was dissolved in methanol (30 mL). Platinum(IV) oxide (18.5 mg, 0.081 mmol) was added to the mixture. Reaction vessel was placed on a Parr apparatus and charged with 60 psi of hydrogen gas. Reaction shook at room temperature for 1 hour 20 minutes. Reaction was removed from the apparatus. Mixture was filtered through a 0.45 μm PVDF membrane. Filtrate was concentrated to dryness. Title compound was obtained as grey oil in 97% yield. MS (M+H)+=328.5.

Workup

  1. customReaction vessel
  2. customReaction
  3. customReaction
  4. customwas removed from the apparatus
  5. filtrationMixture was filtered through a 0.45 μm PVDF membrane
  6. concentrationFiltrate was concentrated to dryness

Sources & evidence

ORD record
ord-ff56feda50ea42ddaa365a9b61227833
Source dataset
uspto-grants-2008_12
Patent number
US07470680B2

Reaction notes

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