HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-Butyl [(6-cyano-2-pyrimidinyl)amino]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Chloropyrimidine-4-carbonitrile | HCID 246647 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl [(6-cyano-2-pyrimidinyl)amino]acetate | HCID 70859670 | 45% |
Reaction Steps
2-Chloro-6-cyanopyrimidine (2.09 g, 15.0 mmol), glycine tert-butyl ester hydrochloride salt (2.52 g, 15.0 mmol) and triethylamine (2.38 ml, 17.0 mmol) were dissolved in DMF (30 ml), and the mixture was stirred at room temperature for 18 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated to give the titled compound (1.07 g, 45%) as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07767665B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-d175f71cbb584d8794ae0219e0715c56 |
| Source note | uspto-grants-2010_08 |