HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Tributylstannyl)pyrazine → HCID 57948928, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Tributylstannyl)pyrazine | HCID 2737316 | — |
| Reactant | HCID 68539143 | HCID 68539143 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57948928 | HCID 57948928 | 14% |
Reaction Steps
A solution of (S)-[4-(3-bromo-4-fluoro-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]thiazin-2-yl]-carbamic acid tert-butyl ester (100 mg, 250 μmoles, 1 equiv), tetrakis(triphenylphosphine)palladium (14 mg, 12.40 μmoles, 0.05 equiv) and 2-tributylstannylpyrazine (96 mg, 250 μmoles, 1 equiv) in dioxane (3 mL) is irradiated in a laboratory-grade microwave to a temperature of 130° C. and held for 20 minutes. The solvent is removed under reduced pressure and the residue is purified by silica gel chromatography eluting with a linear gradient of hexane to hexane:ethyl acetate (1:4) ramp 20 min to give the title compound (14% yield, 90% purity as determined by LCMS): MS (m/z): 403 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07648983B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-52a103a2196940e89453ed9ccffccdff |
| Source note | uspto-grants-2010_01 |