4-Fluoropyridine → Tert-butyl 4-(pyridin-4-yloxy)piperidine-1-carboxylate

HRID 1815064Notes

Reaction equation

HRID 1815064 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].F[C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1.C(N1CCC(OC2C=CC=CN=2)CC1)(OC(C)(C)C)=O>>[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

4

Reactant 3

HCID 1365044-FluoropyridineHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 219060391-Boc-4-(2-pyridyloxy)piperidine

Product 1

HCID 21906087Tert-butyl 4-(pyridin-4-yloxy)piperidine-1-carboxylate

Procedure

Prepared from 1-Boc-4-hydroxypiperidine and 4-fluoropyridine using methods substantially equivalent to those described for the synthesis of 1-Boc-4-(pyridin-2-yloxy)piperidine. The product was purified by chromatography over silica gel, eluting with ethyl acetate.

Workup

  1. customThe product was purified by chromatography over silica gel
  2. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-b4c911d0d39a423db35c532aa6992923
Source dataset
uspto-grants-2005_04
Patent number
US06878725B2

Reaction notes

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