4-Chloropyridine hydrochloride → HCID 22027790, compound

HRID 1828044Notes

Reaction equation

HRID 1828044 reaction equation
[C:1]([O:5][C:6]([O:8][NH:9][CH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.Cl[C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1>C(O)C>[C:1]([O:5][C:6]([O:8][NH:9][CH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][N:15]([C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)[CH2:14][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 818524-Chloropyridine hydrochlorideHCID 22027796HCID 22027796, compound

Product 1

HCID 22027790HCID 22027790, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-t-butoxycarbonyloxy 2-(piperidin-4-yl)-ethylamine (prepared per Method K′ above) (14.4 g, 50 mmol), 4-chloropyridine HCl (1.0 eq., 8.0 g), TEA (2.2 eq.) were mixed in ethanol, and maintained under reflux overnight. The desired compound, N-t-butoxycarbonyloxy 2-[1-(pyrid-4-yl)piperidin-4-yl]-ethylamine, was isolated by column chromato-graphy, (silica gel) eluted with EtOAc and carried in the next step.

Workup

  1. temperaturemaintained
  2. temperatureunder reflux overnight

Sources & evidence

ORD record
ord-28a0f4eda0e342fcb44ca43c5cf5a62b
Source dataset
uspto-grants-2006_06
Patent number
US07056937B2

Reaction notes

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