HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 4-hydroxypiperidine-1-carboxylate → 4-[4-(4,4,4-Trifluoro-butyl)-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | N-carboxylatoiminocarbamate | HCID 51573101 | — |
| Reactant | 6-Hydroxy-4-(4,4,4-trifluoro-butyl)-isoquinoline | HCID 136092899 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[4-(4,4,4-Trifluoro-butyl)-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester | HCID 57646860 | 26.8% |
Reaction Steps
100 mg of compound 88, 118 mg of Boc-(4-hydroxy)piperidine and 416 mg of Diphenyl-[4-[1H,1H,2H,2H-perfluorodecyl]phenyl]phosphine were dissolved in 5 mL of dry tetrahydrofuran. 208 mg of Bis (1H, 2H, 2H, 3H, 3H-perfluorononyl)-azodicarboxylate were added and the reaction was allowed to stir overnight. The mixture was evaporated to dryness and filtered over a 5 g Fluoro-Flash cartridge. The obtained crude product was purified by preparative HPLC to yield 46 mg of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722671B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-7bd940f400c241d9aba34bb1efc3f850 |
| Source note | uspto-grants-2014_05 |