HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 4-formylpiperidine-1-carboxylate → tert-butyl {4-[1-butyl-4,6-di(3-diethylaminopropoxy)-1H-benzimidazol-2-yl]}piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 4-formylpiperidine-1-carboxylate | HCID 1514430 | — |
| Reactant | 2-Butylamino-4,6-di(3-diethylaminopropoxy)aniline | HCID 66977544 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-butyl {4-[1-butyl-4,6-di(3-diethylaminopropoxy)-1H-benzimidazol-2-yl]}piperidine-1-carboxylate | HCID 66977506 | 69% |
Reaction Steps
A solution of 1-(t-butyloxycarbonyl)piperdine-4-carboxaldehyde (235 mg; 1.1 mmol) and 2-butylamino-4,6-di(3-diethylaminopropoxy)aniline (synthesized via General Procedures J1 and J2 and I) (424 mg; 1 mmol) in ethanol (5 mL) was subjected to General Procedure K. The crude product was purified by silica gel column chromatography using 10% MeOH in DCM with a gradual increment of triethylamine (0.2 to 1.0%) as eluent to afford 425 mg of tert-butyl {4-[1-butyl-4,6-di(3-diethylaminopropoxy)-1H-benzimidazol-2-yl]}piperidine-1-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361678B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-c356d4bf6a0245279d9ab84dd3105a95 |
| Source note | uspto-grants-2008_04 |