Potassium Carbonate → HCID 68289417, compound

HRID 1618896Notes

Reaction equation

HRID 1618896 reaction equation
Br[C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[NH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:21]=1[C:20](=[O:22])[CH2:19][CH2:18]2.C(=O)([O-])[O-].[K+].[K+]>[Cu]I.CN1CCCC1=O>[N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:11]=[C:2]([NH:12][C:13]2[CH:14]=[CH:15][CH:16]=[C:17]3[C:21]=2[C:20](=[O:22])[CH2:19][CH2:18]3)[CH:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 214133-BromoquinolineHCID 121192647-AMINO-2,3-DIHYDROINDEN-1-ONE

Product 1

HCID 68289417HCID 68289417, compoundYield 27.8%

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
200 °C

Procedure

0.43 g of 3-bromoquinoline, 0.29 g of 7-aminoindan-1-one, 0.08 g of copper (I) iodide, 0.41 g of potassium carbonate, and 4 ml of N-methylpyrrolidone were mixed, and then the mixture was stirred for 2 hours at 200° C. The resultant mixture was purified by silica gel column chromatography to obtain 0.15 g of 7-(quinolin-3-ylamino)-indan-1-one (Compound Number 50).

Workup

  1. customThe resultant mixture was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-5bbab0c577484f4a9d4d3257a1a0883c
Source dataset
uspto-grants-2014_07
Patent number
US08772200B2

Reaction notes

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