HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 86661323, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | HCID 86661317 | HCID 86661317 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86661323 | HCID 86661323 | 52% |
Reaction Steps
N2 was bubbled for 15 minutes through a solution of 1-(3-fluorobenzyl)-3-(4-((3-chloro-6-methoxy-N-methylpyridazine-4-carboxamido)methyl)-thiazol-2-yl)urea (118 mg, 0.25 mmol) in 1,4-dioxane. Pd(PPh3)4 (15 mg, 13 μmol) was added followed by AlMe3 (250 μl, 2 M in toluene, 0.51 mmol). The mixture was refluxed for 4 hours and MeOH was added. Silica (300 mg) was added and the volatiles were removed in vacuo. The residue was brought on a column and purified by chromatography (CH2Cl2+5% 7N NH3 in MeOH) to afford the title product (60 mg, 0.13 mmol) as an off-white solid in 52% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148380B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-804913a31f2b4e639751570b8ca10863 |
| Source note | uspto-grants-2012_04 |