Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 68386642 | HCID 68386642 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68386741 | HCID 68386741 | 92.1% |
Reaction Steps
To a solution of 275 mg (564 μmol) methyl 4-{6-(3-fluorophenoxy)-4-[(3,3,3-trifluoropropyl)amino]-1H-benzimidazol-1-yl}-2-methylbenzoate which was prepared according to intermediate example 10b in 12 mL tetrahydrofurane and 4 mL methanol were added 2.8 mL of a 1M aqueous lithium hydroxide solution and the mixture was stirred at 23° C. overnight. Water was added, the mixture was acidified by the addition of a 1M hydrochloric acid and extracted with dichloromethane and methanol. The organic layer was washed with brine and dried over sodium sulfate. After filtration and removal of solvent the residue was purified by chromatography to give 246 mg (88%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09388140B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-6ee93dea489e4c0d9dc143a1be7b80ee |
|---|
| Source note | uspto-grants-2016_07 |
|---|