Iodoethane → HCID 17956466, compound

HRID 2223693Notes

Reaction equation

HRID 2223693 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][NH:20][C:21]([NH:23][C:24]3[C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[N:27]=[C:26]([CH3:34])[CH:25]=3)=[O:22])[CH2:14][CH2:13]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH2:35](I)[CH3:36]>CS(C)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:35][CH3:36])[CH:12]2[CH2:13][CH2:14][N:15]([CH2:18][CH2:19][NH:20][C:21]([NH:23][C:24]3[C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[N:27]=[C:26]([CH3:34])[CH:25]=3)=[O:22])[CH2:16][CH2:17]2)(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6340IodoethaneHCID 10289630HCID 10289630, compound

Product 1

HCID 17956466HCID 17956466, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 4-bromo-N-(1-{2-[3-(2-methyl-quinolin-4-yl)-ureido]-ethyl}-piperidin-4-yl)-benzenesulfonamide (Example 109., 27.3 mg, 0.05 mmol) in DMSO (1 mL) are added ethyliodide (7.8 mg, 0.05 mmol) and CsCO3 (40 mg, 12 mmol). The reaction mixture is stirred at room temperature for 3 h and then quenched with formic acid (0.25 mL). The reaction mixture is purified by preparative HPLC to provide the title compound.

Workup

  1. customquenched with formic acid (0.25 mL)
  2. customThe reaction mixture is purified by preparative HPLC

Sources & evidence

ORD record
ord-14f1803efc59459a89d4de8821aaa3c0
Source dataset
uspto-grants-2008_05
Patent number
US07375227B2

Reaction notes

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