Potassium Carbonate → HCID 56970634, compound

HRID 1519562Notes

Reaction equation

HRID 1519562 reaction equation
[CH3:1][C:2]1([CH3:8])[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.Br[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C([O-])([O-])=O.[K+].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C=O)C>[CH3:1][C:2]1([CH3:8])[CH2:7][N:6]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[CH2:5][CH2:4][N:3]1[CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 792664-Nitrophenethyl bromideHCID 146641862,2-Dimethylpiperazine

Product 1

HCID 56970634HCID 56970634, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2,2-dimethylpiperazine (35 mg, 0.31 mmol), 1-(2-bromoethyl)-4-nitrobenzene (280 mg, 1.2 mmol), tetrabutylammonium iodide (11 mg, 0.031 mmol), and K2CO3 (169 mg, 1.2 mmol) in DMF (2 mL) was heated to 60° C. for 16 hours. LC showed formation of the desired product, which was separated by mass-directed HPLC. LC-MS (IE, m/z): 413 [M+1]+. (0.21 μm)

Sources & evidence

ORD record
ord-4749450c9bf54c79bf34777e8932078c
Source dataset
uspto-grants-2015_07
Patent number
US09073882B2

Reaction notes

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