Hydrochloric Acid → 4-(4-Nitrophenyl)-1,2,3,6-tetrahydropyridine

HRID 1832152Notes

Reaction equation

HRID 1832152 reaction equation
CC(C)C(NC1C=CC=C(C2CCNCC2)C=1)=O.Cl.[N+:20]([C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH2:30][CH2:31][N:32](C(OC(C)(C)C)=O)[CH2:33][CH:34]=2)=[CH:25][CH:24]=1)([O-:22])=[O:21]>O1CCOCC1>[N+:20]([C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH:30]=2)=[CH:25][CH:24]=1)([O-:22])=[O:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 167572552-methyl-N-[3-(4-piperidyl)phenyl]propanamideHCID 22049016HCID 22049016, compound

Product 1

HCID 220487834-(4-Nitrophenyl)-1,2,3,6-tetrahydropyridine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-(4-Nitrophenyl)-1,2,3,6-tetrahydropyridine was prepared by a similar procedure to that used for the preparation of 2-methyl-N-[3-(4-piperidinyl)phenyl]propanamide using HCl gas and tert-Butyl 4-(4-Nitrophenyl)-3,6-dihydro-1(2H)-pyridinecarboxylate (130 mg) in dioxane (5.0 mL) at room temperature. The reaction mixture was concentrated in vacuo to give the crude product (69.8 mg) which used in the next reaction without further purification.

Workup

  1. customat room temperature
  2. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-feac0169ee4f47bcae7283436ba5c1ae
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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