HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 11547279, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (4S)-(4-methyl-2,5-dioxoimidazolidin-4-yl)methanesulphonyl chloride | HCID 16738713 | — |
| Reactant | 6-[2-(Trifluoromethyl)pyrimidin-5-yl]-1,2,3,4-tetrahydroisoquinoline | HCID 68602817 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride dihydrate | HCID 23713072 | — |
| Product | HCID 11547279 | HCID 11547279 | 81.9% |
Reaction Steps
[(4S)-4-Methyl-2,5-dioxoimidazolidin-4-yl]methanesulfonyl chloride (0.0295 g, 0.13 mmol) in dry THF (0.60 mL) was added dropwise to a stirred solution of 6-[2-(trifluoromethyl)pyrimidin-5-yl]-1,2,3,4-tetrahydroisoquinoline (0.039 g, 0.14 mmol), DIPEA (0.034 mL, 0.20 mmol) and dry THF (0.60 mL) at ice-bath temperature. After the addition was complete the solution was stirred at RT for 2 h and then taken up in water-brine and extracted twice with EtOAc. The combined organic phases were washed with brine, dried, filtered and concentrated to give a crude product. Purification by preparative HPLC afforded 0.050 g (76%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700604B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-39d52fe6d35a4c5da1d36cd3ba9fb31c |
| Source note | uspto-grants-2010_04 |