HCID 67427269, compound → HCID 86718432, compound

HRID 1523401Notes

Reaction equation

HRID 1523401 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[N+:22]([O-])=O)[O:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]1>CO.[Pd]>[NH2:22][C:21]1[CH:20]=[CH:19][C:4]([O:5][CH:6]2[CH2:7][CH2:8][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[CH2:10][CH2:11]2)=[CH:3][C:2]=1[F:1]

Participants

4

Reactant 1

HCID 67427269HCID 67427269, compound

Product 1

HCID 86718432HCID 86718432, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl 4-(3-fluoro-4-nitro phenoxy)piperidine-1-carboxylate (9.22 g, 0.027 moles) was hydrogenated over 10% Pd/C (9.22 g) in methanol (92.2 mL) by bubbling hydrogen gas for 5 hours at ambient temperature. The mixture was filtered through a pad of celite, and the filtrate was concentrated under vacuum to obtain the title compound 7.54 g (Yield: 90%). The product was used as such in the next step without further purification.

Workup

  1. customby bubbling hydrogen gas for 5 hours at ambient temperature
  2. filtrationThe mixture was filtered through a pad of celite
  3. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-fac663e8986943cdb3fdfed872eb44fc
Source dataset
uspto-grants-2015_07
Patent number
US09079888B2

Reaction notes

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