HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 67412566, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1-Benzyl-4-piperidylamine | HCID 415852 | — |
| Reactant | 1h-Indazole-6-carboxamide,5-(4-fluorophenoxy)-1-(2-methylpropyl)- | HCID 57418739 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67412566 | HCID 67412566 | 97% |
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 1-benzyl-piperidin-4-yl-amine (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 5% MeOH/CH2Cl2 to provide compound 11g-4 as an oil in 97% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07521447B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-3f10a30c63aa4e5baca17da4216df6f3 |
| Source note | uspto-grants-2009_04 |