HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → 4-phenyl-N-(4-(propyl-(4,5,6,7-tetrahydrobenzo [d]thiazol-6-yl)amino)butyl)piperidine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Propyl-(4,5,6,7-tetrahydro-benzothiazol-6-yl)-amine | HCID 18705889 | — |
| Reactant | N-(4-oxobutyl)-4-phenylpiperidine-1-carboxamide | HCID 86651312 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 4-phenyl-N-(4-(propyl-(4,5,6,7-tetrahydrobenzo [d]thiazol-6-yl)amino)butyl)piperidine-1-carboxamide | HCID 66937466 | 34% |
Reaction Steps
A solution of 713 mg (2.6 mmol) N-(4-oxobutyl)-4-phenylpiperidine-1-carboxamide and 395 mg (2 mmol) propyl-(4,5,6,7-tetrahydro-benzothiazol-6-yl)-amine in 1,2-dichloroethane (20 mL) is stirred for about 30 minutes. Then 0.75 g (3 mmol) of sodium triacetoxyborohydride is added and the mixture is stirred overnight. After hydrolysation with 30 mL of 1N aqueous NaOH solution the organic phase is separated, dried over sodium sulfate and concentrated in vacuum. The crude product obtained is purified via column chromatography on silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389555B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-46f91837a47a44a9a8eb4539a7869135 |
| Source note | uspto-grants-2013_03 |