HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-[2-(Pyrrolidin-1-yl)ethyl]piperidine → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-[2-(Pyrrolidin-1-yl)ethyl]piperidine | HCID 296293 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | Methyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-oxadiazole-2-carboxylate | HCID 67217606 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 4-Methoxy-N,2,6-trimethyl-N-[(5-{[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]carbonyl}-1,3,4-oxadiazol-2-yl)methyl]benzenesulfonamide | HCID 46176153 | — |
Reaction Steps
The title compound was prepared according to general procedure AT using methyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-oxadiazole-2-carboxylate (30 mg, 0.08 mmol), 4-[2-(pyrrolidin-1-yl)ethyl]piperidine (29 mg, 0.16 mmol) and trimethylaluminium (2 M in toluene, 0.08 mL) in DCE (5 mL). The crude product was purified twice using FCC, eluting with 95:4.5:0.5 and 98:2:0.5 DCM:MeOH:NH3, to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623859B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-e122a0c65da54671966046d7314c1572 |
| Source note | uspto-grants-2014_01 |