HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl vinyl sulfone → HCID 66760162, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl vinyl sulfone | HCID 19354 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 57812229 | HCID 57812229 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66760162 | HCID 66760162 | 11% |
Reaction Steps
A solution of 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine (500 mg, 1.80 mmol), (methylsulfonyl)ethene (212 mg, 1.99 mmol), and DIPEA (500 mL, 2.87 mmol) in DMF (6 mL) was stirred at 25° C. for 30 min. The reaction mixture was then concentrated in vacuo to a solid and then purified by flash chromatography (0 to 5% MeOH:EtOAc) to yield 74.5 mg (11%) of the title compound. 1H NMR (400 MHz, DMSO-d6): δ 7.98 (s, 1H), 7.59 (s, 1H), 4.17 (tt, J=10.36, 5.05 Hz, 1H), 3.30 (s, 2H), 3.05 (s, 3H), 2.98 (d, J=11.62 Hz, 2H), 2.74 (t, J=6.57 Hz, 2H), 2.13 (td, J=11.37, 3.28 Hz, 2H), 1.88-2.00 (m, 4H), 1.25 (s, 12H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378104B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-cfbf9ba31f15432d9339c829f8e7113e |
| Source note | uspto-grants-2013_02 |