HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid methyl ester | HCID 68817219 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | 4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid | HCID 68820698 | — |
Reaction Steps
A solution of 4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid methyl ester (0.3 g, 0.64 mmol) and lithium hydroxide (0.153 g, 6.38 mmol) in THF:methanol:H2O (2.5: 1.5:1.5 mL) was stirred at 25° C. for 19 h. The solution was diluted with ethyl acetate (2×30 mL) and the aqueous layer was acidified with 2N HCl to pH ˜2. The aqueous layer was washed with ethyl acetate (3×40 mL). The combined organic layers were dried over MgSO4, filtered and concentrated to provide 4-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylamino]-tetrahydro-pyran-3-carboxylic acid as a crude solid (0.280 g, 97%). MS: 457 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595327B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-adeaba9e308c4a3ebf27e3d670008c4b |
| Source note | uspto-grants-2009_09 |