HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → US9249085, II(d)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | 2-[2,4-Difluoro-3-[[2-fluoro-5-(3-fluorophenyl)phenyl]methylamino]phenoxy]acetic acid | HCID 71515514 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Product | US9249085, II(d) | HCID 71503443 | 68% |
Reaction Steps
2-[2,4-Difluoro-3-[[2-fluoro-5-(3-fluorophenyl)phenyl]methylamino]phenoxy]acetic acid (I(b)) (70 mg, 0.17 mmol, 1.0 eq) was dissolved in iPrOH (5 mL). Concentrated sulphuric acid (2 drops) was added and the solution was stirred at room temperature overnight. The reaction was quenched by addition of aqueous NaHCO3 and the aqueous layer was extracted with EtOAc. The combined organic extracts were dried (MgSO4), filtered and evaporated in vacuo to give the crude product. The compound was triturated in a mixture of petroleum ether and DCM and dried under vacuum to give the title compound (II(d)) as a gummy solid (52 mg, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249085B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-86f4a39cd4cc4176ad74e17a24e0cd7f |
| Source note | uspto-grants-2016_02 |