HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 71657548, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Acetoxyacetyl chloride | HCID 26297 | — |
| Reactant | HCID 71657445 | HCID 71657445 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71657548 | HCID 71657548 | — |
Reaction Steps
To a solution of 4-(6-fluoroindolin-1-yl)-N-(4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)piperidine-1-carboxamide, prepared as in Example 19 above (77.3 mg, 0.15 mmol) in CH2Cl2 (2 mL) was added pyridine (0.035 mL, 0.45 mmol, 3 equiv) and then acetoxyacetyl chloride (0.024 mL, 0.225 mmol, 1.5 equiv) at room temperature. The resulting mixture was stirred for 20 min and MeOH (2 mL) and K2CO3 (138 mg, 1.0 mmol) were added sequentially. The resulting mixture was stirred at room temperature for another 1 h. The resulting mixture was filtered and concentrated. The resulting residue was purified by column using 90-100% EtOAc/hexane as the eluent to yield an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238658B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-cb709cd31f4f467f81d43c94f4202be8 |
| Source note | uspto-grants-2016_01 |