HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 89933234, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (R)-Tetrahydrothiophen-3-amine 1,1-dioxide hydrochloride | HCID 67041261 | — |
| Reactant | HCID 89923571 | HCID 89923571 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89933234 | HCID 89933234 | 5.6% |
Reaction Steps
To a solution of (R)-1,1-dioxo-tetrahydro-1λ6-thiophen-3-ylamine hydrochloride (9.0 g, 52.43 mmol) in 400 mL of THF was added DIPEA (27.0 g, 210 mmol), followed by addition of a solution of 4-chloro-2-fluoro-6-nitrophenyl trifluoromethanesulfonate (20.36 g, 62.92 mmol). After being stirred at RT for 48 hours, the resulting mixture was diluted with water, and then extracted with EtOAc. The organic layer was washed by brine, and then dried over anhydrous Na2SO4, then filtered and concentrated. The residue was purified by flash chromatography to give 0.9 g of (4-chloro-2-fluoro-6-nitrophenyl)-((R)-1,1-dioxo-tetrahydro-1λ6-thiophen-3-yl)-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206191B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-b9c8353f6f9e4d47908a333e3ddb2b8c |
| Source note | uspto-grants-2015_12 |