HCID 67505124, compound → 5-(4-Chloro-phenyl)-6-(2-pyridin-2-yl-ethyl)-nicotinic acid methyl ester

HRID 1929924Notes

Reaction equation

HRID 1929924 reaction equation
[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[C:7]([C:17]#[C:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)=[N:6][CH:5]=1>[Pd].C(O)C>[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[C:8]([C:10]2[CH:11]=[CH:12][C:13]([Cl:16])=[CH:14][CH:15]=2)[C:7]([CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)=[N:6][CH:5]=1

Participants

4

Reactant 1

HCID 67505124HCID 67505124, compound

Product 1

HCID 675048465-(4-Chloro-phenyl)-6-(2-pyridin-2-yl-ethyl)-nicotinic acid methyl esterYield 59%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Palladium on carbon (10% w/w, 30 mg) was added to a solution of 5-(4-Chloro-phenyl)-6-pyridin-2-ylethynyl-nicotinic acid methyl ester (0.83 mmol) in ethanol (10 ml). The reaction mixture was stirred at room temperature under an atmosphere of hydrogen for 20 hours. The reaction vessel was purged with nitrogen and catalyst was removed by filtration. The reaction mixture was concentrated in vacuo to give 5-(4-Chloro-phenyl)-6-(2-pyridin-2-yl-ethyl)-nicotinic acid methyl ester (59% yield).

Workup

  1. customThe reaction vessel was purged with nitrogen and catalyst
  2. customwas removed by filtration
  3. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-b5074e6e61374db897f994d23a5dccf2
Source dataset
uspto-grants-2012_05
Patent number
US08188093B2

Reaction notes

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