N-(1-benzyl-4-piperidinyl)-N'-(4-fluorophenyl)urea → 283167-30-6

HRID 49774Notes

Reaction equation

HRID 49774 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)=[O:16])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.O1CCCC1.[Pd]>[NH:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([NH:17][C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)=[O:16])[CH2:10][CH2:9]1

Participants

6

Reactant 2

HCID 6465310N-(1-benzyl-4-piperidinyl)-N'-(4-fluorophenyl)ureaHCID 178418361HCID 178418361, compound

Product 1

HCID 16781536283167-30-6Yield 90.6%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-(1-benzylpiperidin-4-yl)-N′-(4-fluorophenyl)urea (3.0 g) in a mixture of methanol (15 ml) and tetrahydrofuran (15 ml) was added palladium on carbon (10% w/w, 50% wet, 0.6 g), and the mixture was hydrogenated under atmospheric pressure of hydrogen for 8 hours. The catalyst was filtered off, and the solvents were evaporated under reduced pressure to give a residue, which was triturated with diisopropyl ether to give N-(piperidin-4-yl)-N′-(4-fluorophenyl)urea (1.97 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvents were evaporated under reduced pressure
  3. customto give a residue, which
  4. customwas triturated with diisopropyl ether

Sources & evidence

ORD record
ord-0e0e635fb79f43279cfcdfadb65ec147
Source dataset
uspto-grants-2004_03
Patent number
US06710043B1

Reaction notes

Loading…