Triethylamine → HCID 88579175, compound

HRID 1519555Notes

Reaction equation

HRID 1519555 reaction equation
Cl.[N+:2]([C:5]1N=C[C:8]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[CH:7][CH:6]=1)([O-:4])=[O:3].Br[CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=1.[CH2:31]([N:33](CC)CC)C>CN(C=O)C>[N+:28]([C:25]1[CH:26]=[CH:27][C:22]([CH2:21][CH2:20][N:16]2[CH2:15][CH2:14][N:13]([CH2:12][CH2:11][C:8]3[CH:7]=[CH:6][C:5]([N+:2]([O-:4])=[O:3])=[CH:31][N:33]=3)[CH2:18][CH2:17]2)=[CH:23][CH:24]=1)([O-:30])=[O:29]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 792664-Nitrophenethyl bromideHCID 67513468HCID 67513468, compound

Product 1

HCID 88579175HCID 88579175, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a flask charged with 1-[2-(6-nitropyridin-3-yl)ethyl]piperazine hydrochloride (40 mg, 0.15 mmol) and and a stir bar was added 1-(2-bromoethyl)-4-nitrobenzene (40 mg, 0.18 mmol), DMF (2 mL), and triethylamine (0.082 mL, 0.59 mmol). The mixture 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): 386 [M+1]+. (0.28 μM)

Sources & evidence

ORD record
ord-fea32e3461ad4f008829493e5da1f083
Source dataset
uspto-grants-2015_07
Patent number
US09073882B2

Reaction notes

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