HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 3-(5-chloro-4-[(2,4-difluorobenzyl)oxy]-2-methyl-6-oxopyrimidin-1(6H)-yl]-4-methylbenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-[5-chloro-4-(2,4-difluoro-benzyloxy)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-4-methyl-benzoic acid methyl ester | HCID 21090198 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(5-chloro-4-[(2,4-difluorobenzyl)oxy]-2-methyl-6-oxopyrimidin-1(6H)-yl]-4-methylbenzoic acid | HCID 21089296 | 103.1% |
Reaction Steps
To a solution of 3-[5-chloro-4-(2,4-difluoro-benzyloxy)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-4-methyl-benzoic acid methyl ester from Step A (230 mg, 0.53 mmol) in tetrahydrofuran (3 mL) was added 1N sodium hydroxide (1 mL) and the solution was stirred at ambient temperature for four hours. The solution was concentrated in vacuo and the aqueous residue was acidified to pH=2 using 1M HCl. The solution was extracted with ethyl acetate, washed with water and dried over magnesium sulfate. The slurry was filtered and concentrated to give a light orange semi-solid (230 mg, quantitative yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056110B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c63ca262e2a244f2928b35b357090004 |
| Source note | uspto-grants-2015_06 |