Potassium Carbonate → HCID 67502486, compound

HRID 1625272Notes

Reaction equation

HRID 1625272 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([N:11]2[C:15]3=[N:16][CH:17]=[CH:18][C:19](I)=[C:14]3[C:13]([C:21]([F:24])([F:23])[F:22])=[N:12]2)[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C(=O)([O-])[O-].[K+].[K+].Cl.[N:32]1[CH:37]=[CH:36][CH:35]=[C:34]([C:38]2[N:39]=[CH:40][NH:41][CH:42]=2)[CH:33]=1>CS(C)=O.C(OCC)(=O)C.[Cu]=O>[NH2:1][C:2]1[CH:10]=[C:9]([N:11]2[C:15]3=[N:16][CH:17]=[CH:18][C:19]([N:41]4[CH:42]=[C:38]([C:34]5[CH:33]=[N:32][CH:37]=[CH:36][CH:35]=5)[N:39]=[CH:40]4)=[C:14]3[C:13]([C:21]([F:24])([F:23])[F:22])=[N:12]2)[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5]

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 67501494HCID 67501494, compoundHCID 178478280HCID 178478280, compound

Product 1

HCID 67502486HCID 67502486, compoundYield 37.3%

Reagents, catalysts & solvents 3

HCID 14829Copper oxideCatalystHCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

Compound (157a) (0.080 g) was dissolved in DMSO (1.2 mL), and potassium carbonate (0.160 g), copper(II) oxide (nanopowder) (0.009 g), and 4-(pyridin-3-yl)-1H-imidazole hydrochloride (0.053 g) were added to the resulting solution, followed by stirring at 120° C. for 4 hr. The reaction solution was diluted with ethyl acetate, and insoluble matters were filtered by celite. The solvent was distilled away, and the residue was purified by neutral silica gel column chromatography (chloroform/methanol) to obtain compound (176) (0.031 g, 30%).

Workup

  1. filtrationwere filtered by celite
  2. distillationThe solvent was distilled away
  3. customthe residue was purified by neutral silica gel column chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-26f7727254f64db29146cecf5c8c6124
Source dataset
uspto-grants-2014_07
Patent number
US08779142B2

Reaction notes

Loading…