HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 67468592, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 71184062 | HCID 71184062 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 67468592 | HCID 67468592 | — |
Reaction Steps
To a solution of Methyl-4-({5-[(5-chloropyridin-2-yl)sulfanyl]-2-(4-fluorophenyl)-1,3-oxazol-4-yl}methoxy)benzoate (0.31 g, 0.66 mmol) in 6 ml of 1:1 MeOH/THF was added 1N LiOH (1.98 ml, 1.98 mmol). The reaction was allowed to proceed at 55° C. for 2 h, at which point it was cooled to room temperature and was acidified by 3N HCl. The reaction mixture was diluted with water and extracted with EtOAc. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated to yield 4-({5-[(5-chloropyridin-2-yl)sulfanyl]-2-(4-fluorophenyl)-1,3-oxazol-4-yl}methoxy)benzoic acid as a white solid. It was used as is for the next step. LCMS [M+H]=457.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073879B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-af35ea163ca142bea981da9e5a6b51fc |
| Source note | uspto-grants-2015_07 |