2-[6-[(6-Bromohexyl)oxy]-1-hexynyl]-4-pyridinecarboxamide → 2-[6-[(6-Bromohexyl)oxy]hexyl]-4-pyridinecarboxamide

HRID 1649792Notes

Reaction equation

HRID 1649792 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[C:14][C:15]1[CH:20]=[C:19]([C:21]([NH2:23])=[O:22])[CH:18]=[CH:17][N:16]=1>C(O)C.[Pd]=O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[C:19]([C:21]([NH2:23])=[O:22])[CH:18]=[CH:17][N:16]=1

Participants

4

Reactant 1

HCID 198547972-[6-[(6-Bromohexyl)oxy]-1-hexynyl]-4-pyridinecarboxamide

Product 1

HCID 198547862-[6-[(6-Bromohexyl)oxy]hexyl]-4-pyridinecarboxamideYield 99.9%

Reagents, catalysts & solvents 2

HCID 5083724Palladium monoxideCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-[6-[(6-bromohexyl)oxy]-1-hexynyl]-4-pyridinecarboxamide (1.04 g) in ethanol (20 ml) was hydrogenated over pre-hydrogenated 10% palladium oxide on carbon (50% aqueous paste, 115 mg). The mixture was filtered through hyflo and the filtrate evaporated to give the title compound as a pale yellow solid (1.05 g), m.p. 73°-75°.

Workup

  1. filtrationThe mixture was filtered through hyflo
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-ce659111ba0a4b869bef6c18c9e22d7d
Source dataset
uspto-grants-1990_05
Patent number
US04921867

Reaction notes

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