Potassium Iodide → HCID 15462192, compound

HRID 1871926Notes

Reaction equation

Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]2[C:7]=1[C:8]([CH3:18])([CH3:17])[C:9](=[O:16])[NH:10]2.[N:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][C:20]=1[CH:29]=[C:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CN(C=O)C>[N:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][C:20]=1[CH:29]=[C:30]1[CH2:31][CH2:32][N:33]([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]3[C:7]=2[C:8]([CH3:18])([CH3:17])[C:9](=[O:16])[NH:10]3)[CH2:34][CH2:35]1

Participants

Conditions

Temperature: 100 °C

Procedure

4-(3-Chloropropoxy)-3,3,7-trimethyl-2,3-dihydro-1H-indol-2-one (268 mg) and 4-(2-quinolylmethylene)piperidine (224 mg) were dissolved in DMF (10 ml), and potassium carbonate (145 mg) and potassium iodide (173 mg) were added to the solution. The mixture was stirred at 100° C. for 90 minutes under argon and concentrated under reduced pressure. Chloroform was added to the residue. The mixture was washed with water, dried over magnesium sulfate anhydrate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (developer: chloroform-methanol (20:1)), to thereby obtain the title compound.

Workup

concentrationconcentrated under reduced pressure
additionChloroform was added to the residue
washThe mixture was washed with water
dry with materialdried over magnesium sulfate anhydrate
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-700237d52369492784eae6fdf6354ebc
Source dataset: uspto-grants-2000_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06107308

Reaction notes

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