Potassium Carbonate → HCID 117988108, compound

HRID 2206051Notes

Reaction equation

HRID 2206051 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][NH:10][C:11](=[O:21])[C:12]1[C:17](I)=[CH:16][CH:15]=[N:14][C:13]=1[O:19][CH3:20].N1CCC[C@H]1C(O)=O.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.[Cu]I>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:17]2[CH:16]=[CH:15][N:14]=[C:13]([O:19][CH3:20])[C:12]=2[C:11](=[O:21])[NH:10]1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 145742L-ProlineHCID 117987995HCID 117987995, compound

Product 1

HCID 117988108HCID 117988108, compoundYield 30.8%

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of N′-(2,6-difluorophenyl)-4-iodo-2-methoxynicotinohydrazide (1.32 g) in DMSO (20 mL) were added L-proline (75.0 mg) and potassium carbonate (901 mg) at room temperature. Copper(I) iodide (62.1 mg) was added thereto under nitrogen atmosphere at 60° C., and the mixture was stirred overnight at 60° C. The reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (278 mg).

Workup

  1. customThe reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-9e85f29697a34150b7f3dcd354ac00fb
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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