HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 135407816, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 59829889 | HCID 59829889 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 135407816 | HCID 135407816 | 21.8% |
Reaction Steps
Under a nitrogen atmosphere crude 5-[2,4-bis-allyloxy-5-(but-2-ynyl)-phenyl]-4-[4-(morpholin-4-ylmethyl)-phenyl]-2,4-dihydro-[1,2,4]triazol-3-one(F470-IM12: 208 mg) was dissolved in methanol (10 mL) and mixed with potassium carbonate (348 mg, 2.52 mmol) and tetrakis (triphenylphosphine) palladium (20 mg, 0.016 mmol), and the mixture was heated for 3 hours under reflux. After adding water (5 mL), the reaction mixture was adjusted to pH 6.5 with 2M hydrochloric acid. Silica gel (2.0 g) was added to this mixture and the mixture was concentrated. The residue was purified by silica gel column chromatography (chloroform-methanol=30:1-10:1) to obtain the title compound (OH-c02: 38 mg, yield 10.4%, in 4 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399464B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-e96ee0d660dc447fa44ac068fc2a870a |
| Source note | uspto-grants-2013_03 |