Potassium Carbonate → HCID 117987661, compound

HRID 2206033Notes

Reaction equation

HRID 2206033 reaction equation
I[C:2]1[C:7]([C:8]([NH:10][NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])=[C:6]([O:18][CH3:19])[N:5]=[CH:4][CH:3]=1.N1CCC[C@H]1C(O)=O.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.[Cu]I>[CH3:19][O:18][C:6]1[C:7]2[C:8](=[O:9])[NH:10][N:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:2]=2[CH:3]=[CH:4][N:5]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 145742L-ProlineHCID 117988059HCID 117988059, compound

Product 1

HCID 117987661HCID 117987661, compoundYield 63.6%

Reagents, catalysts & solvents 2

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

Procedure

A solution of 4-iodo-2-methoxy-N′-phenylnicotinohydrazide (640 mg), L-proline (39.9 mg), potassium carbonate (479 mg) and copper(I) iodide (33.0 mg) in DMSO (25 mL) was stirred overnight at 60° C. under nitrogen atmosphere. The reaction mixture was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (266 mg).

Workup

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

Sources & evidence

ORD record
ord-9c644e696a9a4ebe9358fabab8ef0313
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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