HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 11591283, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-N-[4-(methoxymethyl)-1,3-thiazol-2-yl]-5-[4-(methylsulfonyl)phenoxy]benzamide | HCID 59346897 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11591283 | HCID 11591283 | 56% |
Reaction Steps
TFA (2 mL) was added to a solution of 3-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-N-[4-(methoxymethyl)-1,3-thiazol-2-yl]-5-[4-(methylsulfonyl)phenoxy]benzamide (325 mg, 0.536 mmol) in DCM (4 mL) and water (1 mL) and the reaction was stirred for 1 h. The reaction was basified to pH7-8 with saturated aqueous sodium hydrogencarbonate and then extracted with DCM (2×20 mL). The combined organic layers were dried (MgSO4), filtered and evaporated and purified by column chromatography, eluting with 50% to 100% ethyl acetate in hexanes, to afford the title compound as a white foam (147 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745475B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-ae020b2994ca468ea66cd5d6b4c793e7 |
| Source note | uspto-grants-2010_06 |