HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 86657968, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 86657967 | HCID 86657967 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 86657968 | HCID 86657968 | 93% |
Reaction Steps
N-[5-(Methyl{3-[(trifluoroacetyl)amino]phenyl}amino)[1,3]thiazolo[5,4-b]pyridin-2-yl]cyclopropanecarboxamide (748 mg, 1.72 mmol) was dissolved in tetrahydrofuran (22.5 mL)/methanol (7.5 mL), 2N aqueous sodium hydroxide solution (7.5 mL) was added, and the mixture was stirred at room temperature for 19 hr. Aqueous ammonium chloride solution (20 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate (50 mL). The organic layer was washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=80/20→0/100) to give the title compound (542 mg, 93%) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697874B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-4b784e6da55540d4b3355f38d9a2300b |
| Source note | uspto-grants-2014_04 |