1-(2-Hydroxyethyl)piperazine → HCID 57516914, compound

HRID 62528Notes

Reaction equation

HRID 62528 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([CH:11]=1)[C:7]([NH:9][CH3:10])=[O:8].[OH:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.CCN(C(C)C)C(C)C>CN(C=O)C>[OH:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][N:21]([C:2]2[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([CH:11]=2)[C:7]([NH:9][CH3:10])=[O:8])[CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 81531DiisopropylethylamineHCID 442030775-Fluoro-N-methyl-2-nitrobenzamide

Product 1

HCID 57516914HCID 57516914, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 5-fluoro-N-methyl-2-nitrobenzamide, 1-(2-hydroxyethyl)piperazine, and Hunig's base in 20 mL of DMF was stirred at room temperature over the weekend. The resulting mixture was rotavaped to dryness, and the residue was purified by flash column SF40-150 at 2%-10% MeOH/CH2Cl2. Product came out at 7% MeOH/CH2Cl2. MS(ES) m/e 309 [M+H].

Workup

  1. customthe residue was purified by flash column

Sources & evidence

ORD record
ord-925e971aa562492cb85f444030df8fcd
Source dataset
uspto-grants-2016_09
Patent number
US09446034B2

Reaction notes

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