HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylaluminum → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | N-Methyl-4-(pyrrolidin-1-ylmethyl)benzylamine | HCID 18525869 | — |
| Reactant | Ethyl 5-({Cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]amino}methyl)-1,3,4-oxadiazole-2-carboxylate | HCID 58393194 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 5-({Cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]amino}methyl)-N-methyl-N-[4-(pyrrolidin-1-ylmethyl)benzyl]-1,3,4-oxadiazole-2-carboxamide | HCID 46176154 | — |
Reaction Steps
The title compound was prepared according to general procedure AT using Ethyl 5-({cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]amino}methyl)-1,3,4-oxadiazole-2-carboxylate (30 mg, 0.07 mmol), N-methyl-1-[4-(pyrrolidin-1-ylmethyl)phenyl]methanamine (30 mg, 0.15 mmol) and trimethylaluminium (2 M in toluene, 0.07 mL) in DCE (5 mL). The crude product was purified twice using FCC, eluting with 95:4.5:0.5, then 98:1:0.5 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-6381cec9e4984513948c1694a0b6132e |
| Source note | uspto-grants-2014_01 |