HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 67412620, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1-Boc-3-aminopyrrolidine | HCID 2756370 | — |
| Reactant | 1h-Indazole-6-carboxamide,5-(4-fluorophenoxy)-1-(2-methylpropyl)- | HCID 57418739 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67412620 | HCID 67412620 | 94% |
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 3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester (1 equivalent). After 18 additional 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-13 as an oil in 94% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135575B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-b26a2e4084284fb5a2f149a2fd3e4b86 |
| Source note | uspto-grants-2006_11 |