HCID 67026936, compound → HCID 67027012, compound

HRID 1908771Notes

Reaction equation

HRID 1908771 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[C:5]1[CH:10]=[C:9]([CH:11]=[C:12]([CH3:14])[CH3:13])[C:8]([CH:15]=[C:16]([CH3:18])[CH3:17])=[N:7][CH:6]=1)[CH3:2]>C1COCC1.[Pd]>[CH2:1]([O:3][C:4](=[O:19])[C:5]1[CH:10]=[C:9]([CH2:11][CH:12]([CH3:13])[CH3:14])[C:8]([CH2:15][CH:16]([CH3:18])[CH3:17])=[N:7][CH:6]=1)[CH3:2]

Participants

4

Reactant 1

HCID 67026936HCID 67026936, compound

Product 1

HCID 67027012HCID 67027012, compoundYield 65.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

5,6-Di(2-methyl-propenyl)-nicotinic acid ethyl ester (52 mg, 0.3 mmol) is dissolved in THF (10 mL), Pd/C (20 mg, 10% Pd) is added and the mixture is stirred under 1 atm H2 at rt for 15 h. The catalyst is filtered off and the filtrate is evaporated to give 5,6-diisobutyl-nicotinic acid ethyl ester (52 mg) as an oil; LC-MS: tR=1.12 min, [M+1]+=264.19.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-46e5bd24baf84803917422bcb4113edc
Source dataset
uspto-grants-2013_12
Patent number
US08598208B2

Reaction notes

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