Ethanol → HCID 86676283, compound

HRID 1846682Notes

Reaction equation

HRID 1846682 reaction equation
Br[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Br:11])[N:3]=1.[CH2:12]([O:14][C:15](=[O:23])[CH2:16]N1CCNCC1)[CH3:13].C([N:26]([CH2:29][CH3:30])[CH2:27][CH3:28])C.[CH2:31](O)C>>[CH2:12]([O:14][C:15](=[O:23])[CH2:16][CH:31]1[CH2:28][CH2:27][N:26]([C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Br:11])[N:3]=2)[CH2:29][CH2:30]1)[CH3:13]

Participants

5

Reactant 4

HCID 702EthanolHCID 8471TriethylamineHCID 207112Ethyl piperazine-1-acetateHCID 5550532,6-Dibromo-3-nitropyridine

Product 1

HCID 86676283HCID 86676283, compoundYield 75.7%

Procedure

A mixture of 0.200 g (0.709 mmol) of 2,6-dibromo-3-nitropyridine, 0.121 g (0.709 mmol) of piperazin-1-yl-acetic acid ethyl ester, and 0.020 mL (1.4 mmol) of triethylamine in ethanol (3 mL) is stirred overnight at room temperature. The mixture is concentrated under reduced pressure and purified by flash silica gel chromatography to provide 0.200 g (75.7%) of (6′-bromo-3′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-acetic acid ethyl ester as a yellow oil.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure
  2. custompurified by flash silica gel chromatography

Sources & evidence

ORD record
ord-1e9bfebab6b84bc58f1d29f230d0b312
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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