Kynuramine → HCID 131727780, compound

HRID 883442Notes

Reaction equation

HRID 883442 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1F)([O-:3])=[O:2].[CH:11]1[CH:12]=[CH:13][C:14]([NH2:22])=[C:15]([C:17]([CH2:19][CH2:20][NH2:21])=[O:18])[CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[NH2:22][C:14]1[CH:13]=[CH:12][CH:11]=[CH:16][C:15]=1[C:17]([CH:19]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[CH2:20][NH2:21])=[O:18]

Participants

5

Reactant 3

HCID 9692KynuramineHCID 11430Potassium CarbonateHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 131727780HCID 131727780, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2 ml of 2-nitro-fluorobenzene were reacted in 20 ml DMF, at room temperature, with 5 g of kynuramine and 3 g of potassium carbonate, to yield the desired product; reaction time was 2 h. The reaction mixture was placed in 250 ml of water and stirred. It was extracted into ethylacetate (2×100 ml), ethylacetate layer was washed twice with water (50 ml), dried with sodium sulphate and the solvent was distilled off. The crude material was purified by column chromatography run with ethylacetate and hexane mixture (1:9).

Sources & evidence

ORD record
ord-2c26e5a386474d5ea5fdc13bb7c81e2b
Source dataset
uspto-grants-2012_08
Patent number
US08236858B2

Reaction notes

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