Triethylamine → HCID 57843393, compound

HRID 734973Notes

Reaction equation

HRID 734973 reaction equation
[N:1]1([C:7]2[CH:8]=[N:9][C:10]3[C:15]([N:16]=2)=[CH:14][C:13]([C:17]2[CH:18]=[C:19]([NH:23][S:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)(=[O:26])=[O:25])[CH:20]=[N:21][CH:22]=2)=[CH:12][CH:11]=3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(N(CC)CC)C.S(Cl)(Cl)(=O)=O.[CH3:45][CH:46]([CH3:52])[CH2:47][S:48](Cl)(=[O:50])=[O:49]>ClCCl>[CH3:45][CH:46]([CH3:52])[CH2:47][S:48]([N:4]1[CH2:5][CH2:6][N:1]([C:7]2[CH:8]=[N:9][C:10]3[C:15]([N:16]=2)=[CH:14][C:13]([C:17]2[CH:18]=[C:19]([NH:23][S:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)(=[O:26])=[O:25])[CH:20]=[N:21][CH:22]=2)=[CH:12][CH:11]=3)[CH2:2][CH2:3]1)(=[O:50])=[O:49]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 24648Sulfuryl chlorideHCID 1822361-Propanesulfonyl chloride, 2-methyl-HCID 57843497N-{5-[3-(1-piperazinyl)-6-quinoxalinyl]-3-pyridinyl}benzenesulfonamide

Product 1

HCID 57843393HCID 57843393, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-{5-[3-(1-piperazinyl)-6-quinoxalinyl]-3-pyridinyl}benzenesulfonamide (0.20 mmol) and triethylamine (0.20 mmol) in dichloromethane (2 ml) was added a sulfonyl chloride such as 2-methyl-1-propanesulfonyl chloride (0.22 mmol). The reaction stirred for 18 hours at ambient temperature and purified on silica by column chromatography (80% ethyl acetate/hexanes). The desired fractions were combined and concentrated to give the title compound (22 mg, 20%) as an off-white solid. MS(ES)+ m/e 567.3 [M+H]+.

Workup

  1. custompurified on silica by column chromatography (80% ethyl acetate/hexanes)
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e54585a1fdf44512b5607e9217bb1aa0
Source dataset
uspto-grants-2009_09
Patent number
US07592342B2

Reaction notes

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