HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-((3-chloropyrazin-2-yl)methyl)-1-methylpiperidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Methylpiperidine-4-carbonyl chloride hydrochloride | HCID 21956506 | — |
| Reactant | (3-Chloropyrazin-2-yl)methanamine hydrochloride | HCID 42614233 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-((3-chloropyrazin-2-yl)methyl)-1-methylpiperidine-4-carboxamide | HCID 86674656 | 83% |
Reaction Steps
To a solution of 2-aminomethyl-3-chloropyrazine hydrochloride (content 70%; 7.85 mmol, 1.7 g) in N,N-diisopropylethylamine (39.3 mmol, 6.84 ml) and dichloromethane (30 ml) at 0° C. was added carefully 1-methylpiperidine-4-carbonyl chloride hydrochloride (9.42 mmol, 2.2 g). Then the cooling bath was removed. After two hours saturated aqueous sodium hydrogencarbonate solution (40 mL) was added and extracted five times with dichloromethane (30 mL). The organic extracts were combined, dried and concentrated and co-evaporated twice with toluene to give N-((3-chloropyrazin-2-yl)methyl)-1-methylpiperidine-4-carboxamide (1.75 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658794B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-cecd7771d0874393849b42ddf1dda520 |
| Source note | uspto-grants-2014_02 |