HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 89825596, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromopyrimidine-2-carbonitrile | HCID 686546 | — |
| Reactant | HCID 89826211 | HCID 89826211 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 89825596 | HCID 89825596 | 9.8% |
Reaction Steps
0.20 g (1.09 mmol) of 5-bromo-2-cyanopyrimidine (ABCR 245244), 0.325 g (1.52 mmol) of 6-ethyl-3,4-dihydro-2H-chromen-4-aminium chloride and 0.35 g (3.3 mmol) of triethylamine in 1.5 ml of N,N-dimethylacetamide are heated in a closed cuvette in the microwave at 200° C. for 120 minutes (Biotage Initiator, http://www.biotage.com/DynPage.aspx?id=22001). The crude mixture obtained in this manner is applied to silica gel and purified by column chromatography using the mobile phase heptane/ethyl acetate. Concentration gives 0.03 g of 5-[(6-ethyl-3,4-dihydro-2H-chromen-4-yl)amino]pyrimidine-2-carbonitrile (wax-like) (yield 8% at a purity of 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09375002B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-4c17e9341005488087e5c6c5aa21f9e5 |
| Source note | uspto-grants-2016_06 |