Dichloromethane → HCID 18458767, compound

HRID 531030Notes

Reaction equation

HRID 531030 reaction equation
ClCCl.Cl[C:5]1[C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][C:8]([C:15]([O:17][CH3:18])=[O:16])=[CH:7][N:6]=1.[CH2:19](N(CC)CC)[CH3:20]>C(O)C>[CH:19]([C:5]1[C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][C:8]([C:15]([O:17][CH3:18])=[O:16])=[CH:7][N:6]=1)=[CH2:20]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 86639616HCID 86639616, compound

Product 1

HCID 18458767HCID 18458767, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A dichloromethane adduct of (1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium(II) (0.359 g) was added to a mixture of dimethyl 2-chloropyridine-3,5-dicarboxylate (1.01 g), potassium vinyl trifluoroborate (1.18 g), triethylamine (1.22 mL), and ethanol (10 mL), and the resultant mixture was stirred at 95° C. for 1 hour in an argon atmosphere. The solvent in the reaction mixture was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (880 mg).

Workup

  1. distillationThe solvent in the reaction mixture was distilled off under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-1a799c170f2b4088b0a4c0523ffa5a67
Source dataset
uspto-grants-2016_05
Patent number
US09353108B2

Reaction notes

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