4-(3-(2,4-Difluorophenyl)propyl)-1-t-butoxycarbonyl piperidine → 4-(3-(2,4-Difluorophenyl)propyl)piperidine

HRID 1386759Notes

Reaction equation

HRID 1386759 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]1>Cl.CO>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][CH2:11][CH:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1

Participants

4

Reactant 1

HCID 211807764-(3-(2,4-Difluorophenyl)propyl)-1-t-butoxycarbonyl piperidine

Product 1

HCID 211806534-(3-(2,4-Difluorophenyl)propyl)piperidineYield 108.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A solution of 4-(3-(2,4-difluorophenyl)propyl)-1-t-butoxycarbonylpiperidine (90 mg, 0.27 mmol, from EXAMPLE 113, Step E) in 2 mL of 1% HCl in MeOH was heated to 50° C. for 2 h. After cooling to rt, the material was concentrated to provide 70 mg (93%) of the title compound: HPLC (YMC ODS-A 4.6×50 mm column, gradient elution using 10:90 v/v CH3CN/H2O+0.1% TFA to 100% CH3CN+0.1% TFA over 2.0 min, hold 1 min, 5.0 mL/min, 220 nm): Retention Time: 1.18 min.

Workup

  1. concentrationthe material was concentrated

Sources & evidence

ORD record
ord-e2fb9ea4d12e484cb8db95e0a08395f4
Source dataset
uspto-grants-2001_07
Patent number
US06265434B1

Reaction notes

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