Methyl 6-isopropenyl-5'-methyl-2,2'-bipyridine-4-carboxylate → Methyl 6-isopropyl-5'-methyl-2,2'-bipyridine-4-carboxylate

HRID 1909140Notes

Reaction equation

HRID 1909140 reaction equation
[C:1]([C:4]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=2)[CH:7]=[C:6]([C:17]([O:19][CH3:20])=[O:18])[CH:5]=1)([CH3:3])=[CH2:2]>C(O)C.[Pd]>[CH:1]([C:4]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=2)[CH:7]=[C:6]([C:17]([O:19][CH3:20])=[O:18])[CH:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 67337802Methyl 6-isopropenyl-5'-methyl-2,2'-bipyridine-4-carboxylate

Product 1

HCID 67338158Methyl 6-isopropyl-5'-methyl-2,2'-bipyridine-4-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of methyl 6-isopropenyl-5′-methyl-2,2′-bipyridine-4-carboxylate (0.25 g, 0.93 mmol) in ethanol (9.3 mL) was palladium (10% on carbon; 49.6 mg, 0.047 mmol). The mixture was purged with hydrogen (3×) and stirred under hydrogen (1 atm). After 35 min, the mixture was filtered with Celite and the filtrate was concentrated. MS 271.2 (M+1).

Workup

  1. customThe mixture was purged with hydrogen (3×)
  2. filtrationthe mixture was filtered with Celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-0ad71d3cbaed420887a5120eab7e6459
Source dataset
uspto-grants-2013_12
Patent number
US08598209B2

Reaction notes

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