HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 21894711, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1h-Indazole-6-carboxamide,5-(4-fluorophenoxy)-1-(2-methylpropyl)- | HCID 57418739 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21894711 | HCID 21894711 | 93% |
Reaction Steps
A solution of 5-(4-fluorophenoxy)-1-isobutyl-1H-indazole-6-carboxylic acid (compound 10g, prepared as described in Example 46) in THF was treated with carbonyldiimidazole (1.2 equivalents) at room temperature under nitrogen atmosphere. After stirring for 18 hours, the reaction was treated with morpholine (1 equivalent). After an additional 18 hours, the solvent was allowed to slowly evaporate and the residue was purified in a Sep Pak cartridge eluting with a gradient of 100% CH2Cl2 to MeOH/CH2Cl2 to provide compound 11g-2 as an oil in 93% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518983B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-4879b17f85564574967e80d4ececa308 |
| Source note | uspto-grants-2013_08 |