HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-mercaptopropionate → HCID 24826835, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-mercaptopropionate | HCID 18050 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 24826754 | HCID 24826754 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 24826835 | HCID 24826835 | 34.1% |
Reaction Steps
Tris(dibenzylideneacetone)dipalladium (0) (0.05749 g, 0.06278 mmol), 5-bromo-4-(2,6-difluorophenoxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine (Example 128; 1.0 g, 2.511 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.07265 g, 0.1256 mmol), methyl-3-mercaptopropanoate (0.2920 ml, 2.637 mmol), N-ethyl-N-isopropylpropan-2-amine (0.8748 ml, 5.022 mmol) and dioxane (50 mL) were heated under argon at 80° C. overnight and then concentrated. The residue was purified by column chromatography to provide the desired product (0.375 g, 33.79% yield) as a yellow solid. 1H NMR (CDCl3) δ 10.97 (s, 1H), 8.37 (s, 1H), 7.26 (m, 1H), 7.03 (t, 2H), 6.26 (s, 1H), 6.03 (s, 1H), 3.67 (s, 3H), 3.12 (t, 2H), 2.62 (t, 2H), 2.06 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022222B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-353582f19df44e3cb21e68221c81f9b9 |
| Source note | uspto-grants-2011_09 |