HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → Avatrombopag Impurity 22
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Reactant | HCID 23030584 | HCID 23030584 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Avatrombopag Impurity 22 | HCID 87436416 | — |
Reaction Steps
To a solution of 750 mg of the compound of Example 5 in 10 ml of THF, 2.1 ml of ethyl isonipecotate was added at room temperature, the temperature was elevated to 50° C., and the mixture was stirred for 5 hours. To the reaction solution, chloroform was added, and the organic layer was washed with saturated aqueous NaHCO3 and brine and dried over sodium sulfate. After the evaporation of the solvent under reduced pressure, the obtained residue was purified by silica gel column chromatography (chloroform-MeOH=200:1˜100:1) to obtain 881 mg of 1-(3-chloro-5-{[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)thiazol-2-yl]carbamoyl}-2-pyridyl)piperidine-4-carboxylic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07638536B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-308f61a1266c442b8cea2c100d0279f6 |
| Source note | uspto-grants-2009_12 |