HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-Pyrrolidinopropyl)Piperazine → 4-Methoxy-N,2,6-trimethyl-N-[(5-{[4-(3-pyrrolidin-1-ylpropyl)piperazin-1-yl]carbonyl}-1,3,4-thiadiazol-2-yl)methyl]benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-Pyrrolidinopropyl)Piperazine | HCID 2737252 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | Methyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-thiadiazole-2-carboxylate | HCID 58392977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Methoxy-N,2,6-trimethyl-N-[(5-{[4-(3-pyrrolidin-1-ylpropyl)piperazin-1-yl]carbonyl}-1,3,4-thiadiazol-2-yl)methyl]benzenesulfonamide | HCID 46175209 | — |
Reaction Steps
The title compound was prepared according to general procedure BK using methyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-thiadiazole-2-carboxylate (200 mg, 0.50 mmol), 1-(3-pyrrolidin-1-ylpropyl)piperazine (118 mg, 0.60 mmol), THF (10 mL) and trimethylaluminium (2.0 M in toluene, 0.55 mL). The crude product was purified by FCC, eluting with 0-2% MeOH in DCM to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623859B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-0b9f8f485709411d8e27f24bb04e2a7e |
| Source note | uspto-grants-2014_01 |