HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59900489, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetate | HCID 10663926 | — |
| Reactant | (S)-(1-(cyclopropylmethyl)pyrrolidin-2-yl)methanamine | HCID 22851182 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ammonia | HCID 222 | — |
| Product | HCID 59900489 | HCID 59900489 | 175.4% |
Reaction Steps
A mixture of benzyl 2-[3,5-dichloro-2-methyl-6-oxo-1(6H)-pyrazinyl]acetate (preparation 17) (400 mg, 1.22 mmol) and [(2S)-1-(cyclopropylmethyl)pyrrolidinyl]methylamine (WO 87,07271) (190 mg, 1.22 mmol) and triethylamine (0.51 ml, 3.67 mmol) in ethyl acetate (20 ml) was heated under reflux for 18 hrs. The cooled mixture was partitioned between water and ethyl acetate, the phases separated, and the organic layer dried over MgSO4 and concentrated under reduced pressure. The residual orange oil was purified by column chromatography on silica gel using dichloromethane:methanol:0.88 ammonia (96:3.5:0.5) as eluant to give the desired product as a yellow oil, (476 mg, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06180627B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-df466d2dfbaf4642bc7986b7db150b59 |
| Source note | uspto-grants-2001_01 |