HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → n-(5-Chloropyridin-2-yl)-2-[4-isopropyl-2-(4-oxocyclohexyloxy)-benzoylamino]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-(5-Chloropyridin-2-yl)-2-[2-(1,4-dioxaspiro[4.5]dec-8-yloxy)-4-isopropyl-benzoylamino]benzamide | HCID 68535594 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | n-(5-Chloropyridin-2-yl)-2-[4-isopropyl-2-(4-oxocyclohexyloxy)-benzoylamino]benzamide | HCID 57860916 | 90% |
Reaction Steps
N-(5-Chloropyridin-2-yl)-2-[2-(1,4-dioxaspiro[4.5]dec-8-yloxy)-4-isopropyl-benzoylamino]benzamide (960 mg, 1.75 mmol) was dissolved in THF (30 mL). The solution was cooled to ice-water bath temperature and 5 M HCl (5.6 mL, 28 mmol) was added dropwise. The reaction was allowed to warm to room temperature and stir for 6 h. Water (100 mL) was added, and the pH was adjusted to 8 with 5 M NaOH. THF was removed on the rotary evaporator and the precipitated white solid was filtered, washed with water, and dried under vacuum to give 790 mg (90%) of the desired ketone as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700628B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-fb6f185e951347fe8d134bf04c25c143 |
| Source note | uspto-grants-2010_04 |