Potassium Carbonate → HCID 86694464, compound

HRID 1519564Notes

Reaction equation

HRID 1519564 reaction equation
[CH:1]1([CH:4]2[CH2:9][NH:8][CH2:7][CH2:6][NH:5]2)[CH2:3][CH2:2]1.Br[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C=O)C>[CH:1]1([CH:4]2[CH2:9][N:8]([CH2:11][CH2:12][C:13]3[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=3)[CH2:7][CH2:6][N:5]2[CH2:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=2)[CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 792664-Nitrophenethyl bromideHCID 197635402-Cyclopropylpiperazine

Product 1

HCID 86694464HCID 86694464, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2-cyclopropyl piperazine (50 mg, 0.40 mmol), 1-(2-bromoethyl)-4-nitrobenzene (360 mg, 1.6 mmol), tetrabutylammonium iodide (15 mg, 0.16 mmol), and K2CO3 (220 mg, 1.6 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): 425 [M+1]+. (0.86 μm)

Sources & evidence

ORD record
ord-61b0e433c4be4e249e38bbc9284b7afc
Source dataset
uspto-grants-2015_07
Patent number
US09073882B2

Reaction notes

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