Piperidine → 2-(4-Nitrophenyl)-5-(1-piperidylmethyl)oxazole

HRID 880487Notes

Reaction equation

HRID 880487 reaction equation
Br[CH2:2][C:3]1[O:7][C:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)=[N:5][CH:4]=1.[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>O>[N+:14]([C:11]1[CH:12]=[CH:13][C:8]([C:6]2[O:7][C:3]([CH2:2][N:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)=[CH:4][N:5]=2)=[CH:9][CH:10]=1)([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 669147625-(Bromomethyl)-2-(4-nitrophenyl)oxazole

Product 1

HCID 669150732-(4-Nitrophenyl)-5-(1-piperidylmethyl)oxazoleYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-(Bromomethyl)-2-(4-nitrophenyl)oxazole (800 mg, 2.82 mmol) was heated with piperidine (10 mL) in a sealed tube at 100-110° C. for 12 h. The resulting mixture was allowed to cool ambient temperature and then poured into water (30 0 mL) and stirred for 30 min. The resultant solid was filtered and washed with water to remove excess piperidine. The residue was dried to give 2-(4-nitrophenyl)-5-(1-piperidylmethyl)oxazole (700 mg, 86%) as light orange colour solid.

Workup

  1. filtrationThe resultant solid was filtered
  2. washwashed with water
  3. customto remove excess piperidine
  4. customThe residue was dried

Sources & evidence

ORD record
ord-2815705bfec649de9c33d20893433558
Source dataset
uspto-grants-2015_03
Patent number
US08993574B2

Reaction notes

Loading…