HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-[(1S)-1-({[[2-(Dimethylammonio)ethyl](methyl)amino]-sulfonyl}amino)-7-oxooctyl]-5-phenyl-1H-imidazol-1-ium bis(trifluoroacetate)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-[(1S)-1-Ammonio-7-oxooctyl]-5-phenyl-1H-imidazol-1-ium bis(trifluoroacetate) | HCID 86627948 | — |
| Reactant | 2-[(Chlorosulfonyl)(methyl)amino]-N,N-dimethylethanaminium chloride | HCID 86627952 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[(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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863294B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-4780e484ac5044949b87094c31d3cd72 |
| Source note | uspto-grants-2011_01 |