HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → tert-butyl (3S)-3-{4-[7-(aminocarbonyl)-2H-indazol-2-yl]phenyl}piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ammonium Bicarbonate | HCID 14013 | — |
| Reactant | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Reactant | 2-{4-[(3S)-1-(tert-butoxycarbonyl)piperidin-3-yl]phenyl}-2H-indazole-7-carboxylic acid | HCID 57501623 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl (3S)-3-{4-[7-(aminocarbonyl)-2H-indazol-2-yl]phenyl}piperidine-1-carboxylate | HCID 44550022 | — |
Reaction Steps
F2 was dissolved in DCM (0.35M) and di tert-butyl carbonate (1.3 eq) and pyridine (1.0 eq) added at RT. After 30 minutes ammonium bicarbonate (1.3 eq) was added and stirring continued for 20 hours. 1M HCl (5 mL/g) was added and the phases separated, the organic layer was washed twice with water and concentrated to a low volume. The crude compound (F3) was filtered through a pad of silica and then crystallised from methyl tert-butyl ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071623B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-f4f5a46a3ed344b382b2986d31a4b597 |
| Source note | uspto-grants-2011_12 |