Potassium Carbonate → HCID 86694465, compound

HRID 1519565Notes

Reaction equation

HRID 1519565 reaction equation
[F:1][CH:2]([F:9])[CH:3]1[CH2:8][NH:7][CH2:6][CH2:5][NH:4]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>[F:1][CH:2]([F:9])[CH:3]1[CH2:8][N:7]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=2)[CH2:6][CH2:5][N:4]1[CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 792664-Nitrophenethyl bromideHCID 19763572HCID 19763572, compound

Product 1

HCID 86694465HCID 86694465, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2-Difluoromethyl Piperazine (80 mg, 0.41 mmol), 1-(2-bromoethyl)-4-nitrobenzene (373 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 80° C. for 2 days. LC showed formation of the desired product, which was separated by mass-directed HPLC. LC-MS (IE, m/z): 435 [M+1]+. (0.44 μM)

Sources & evidence

ORD record
ord-f9475e7087b84a7b9db52b1975ea9f62
Source dataset
uspto-grants-2015_07
Patent number
US09073882B2

Reaction notes

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