HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-Methyl-4-(1-m-tolyl-1H-[1,2,4]triazole-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | tert-Butyl 2-methylpiperazine-1-carboxylate | HCID 15087784 | — |
| Reactant | 1-(m-Tolyl)-1H-1,2,4-triazole-3-carboxylic acid | HCID 71302090 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Methyl-4-(1-m-tolyl-1H-[1,2,4]triazole-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester | HCID 86688298 | — |
Reaction Steps
2.00 g (9.84 mmol) 1-m-tolyl-1H-[1,2,4]-triazole-3-carboxylic acid was stirred with 3.30 g (10.3 mmol) TBTU and 2.50 mL (14.6 mmol) DIPEA in 30 mL DCM at RT. After 10 min, 2.05 g (9.84 mmol) 2-methyl-piperazine-1-carboxylic acid tert-butyl ester was added and the reaction mixture was stirred at RT for 12 h. The solvent was removed by distillation. The residue was taken up in water and extracted with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (EtOAc).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883789B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-06ba802c7e5647bfa4f310cb086af794 |
| Source note | uspto-grants-2014_11 |