HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[2-[[(3,5-diamino-6-chloropyrazinyl)carbonyl]amino]ethyl]-N-methyl-beta-alanine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-bromopropanoate | HCID 76934 | — |
| Reactant | 3,5-diamino-6-chloro-N-(2-methylaminoethyl)pyrazine-2-carboxamide | HCID 19861822 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[2-[[(3,5-diamino-6-chloropyrazinyl)carbonyl]amino]ethyl]-N-methyl-beta-alanine methyl ester | HCID 19863358 | 63.4% |
Reaction Steps
A mixture of 2.44 g (10.0 mmol) of 3,5-diamino-6-chloro-N-(2-methylaminoethyl)pyrazine-2-carboxamide, 1.67 g (10.0 mmol) of methyl 3-bromopropionate and 1.38 g (10.0 mmol) of potassium carbonate was stirred in 20 ml of DMF for 18 hours at ambient temperature. Water (100 ml) was added and the solid was filtered and air dried. Crystallization from ethanol provided 2.1 g (6.34 mmol, 63%) of N-[2-[[(3,5-diamino-6-chloropyrazinyl)carbonyl]amino]ethyl]-N-methyl-beta-alanine methyl ester as white crystals; mp 136.5°-137° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04906633 |
| Source dataset | uspto-grants-1990_03 |
| ORD ID | ord-728abec3d9cd481694b909a03ca98496 |
| Source note | uspto-grants-1990_03 |