HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 68736834, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68738381 | HCID 68738381 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68736834 | HCID 68736834 | — |
Reaction Steps
To a solution of [3-(5-bromo-pyridin-3-yl)-phenyl]-acetic acid (Intermediate 94) (1 eq, 4.1 mmol, 1.2 g) in THF (15 ml) is added thionyl chloride (1.5 eq, 6.16 mmol, 0.45 ml), and the resulting mixture is stirred for 30 min at r.t. Then MeOH (3 eq, 12.3 mmol, 0.5 ml) is added and stirring is continued for another 20 h. Addition of 10% aqueous NaHCO3 solution is followed by extraction with EtOAc. The organic layer is dried with MgSO4, filtered, and the solvents are removed in vacuo. Purification or the crude mixture by column chromatography (hexane/EtOAc) gives the title compound; [M+H]+=306/308.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314112B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-51120344e85d42a9aea2848b14f2eab9 |
| Source note | uspto-grants-2012_11 |