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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251726Generated: November 2, 2026

Triethylamine → 2-[(1S)-1-({[[2-(Dimethylammonio)ethyl](methyl)amino]-sulfonyl}amino)-7-oxooctyl]-5-phenyl-1H-imidazol-1-ium bis(trifluoroacetate)

https://huagongshe.com/reaction/251726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-[(1S)-1-Ammonio-7-oxooctyl]-5-phenyl-1H-imidazol-1-ium bis(trifluoroacetate)HCID 86627948—
Reactant2-[(Chlorosulfonyl)(methyl)amino]-N,N-dimethylethanaminium chlorideHCID 86627952—
SolventDichloromethaneHCID 6344—
Product2-[(1S)-1-({[[2-(Dimethylammonio)ethyl](methyl)amino]-sulfonyl}amino)-7-oxooctyl]-5-phenyl-1H-imidazol-1-ium bis(trifluoroacetate)HCID 86627953—

Reaction Steps

To a solution Example 1, A3 and Et3N (4 eq.) in DCM was added crude C1 (1.2 eq). The mixture was stirred at RT for 16 hr. The mixture was purified by preparative RP-HPLC, using H2O (0.1% TFA) and MeCN (+0.1% TFA) as eluents (column: C18). The desired fractions were lyophilized to afford the titled compound C2 as a colourless oil. 1H NMR (300 MHz, DMSO-d6) δ: 8.18 (1H, br. s), 7.87 (1H, br. s), 7.83-7.71 (2H, m), 7.58-7.28 (3H, m), 4.64-4.45 (1H, m), 3.41-3.16 (4H, m), 2.79 (6H, s), 2.63 (3H, s), 2.39 (2H, t, J=6.8 Hz), 2.05 (3H, s), 1.98-1.78 (2H, m), 1.53-1.19 (6H, m). MS (ES) C22H35N5O3S requires: 449, found: 450 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863294B2
Source datasetuspto-grants-2011_01
ORD IDord-4780e484ac5044949b87094c31d3cd72
Source noteuspto-grants-2011_01