HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 11255508, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 4-Chloropyrido[2,3-d]pyrimidine | HCID 569039 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 11255508 | HCID 11255508 | 92% |
Reaction Steps
To a solution of 4-chloropyrido[2,3-d]pyrimidine (0.72 g, 4.4 mmol) and 1-Boc piperazine (0.84 g, 4.5 mmol) in DCE (10 mL) and IPA (10 mL) was added triethylamine (4 mL). The mixture was refluxed for 4 hours. After cooling, the solvent was removed. The residue was subject to column chromatography by ethyl acetate to give 4-pyrido[2,3-d]pyrimidin-4-yl-piperazine-1-carboxylic acid tert-butyl ester (1.26 g, 92%). 1H NMR (CDCl3, 400 MHz) δ 9.07 (dd, J=4.30 Hz, J=1.98 Hz, 1H), 8.88 (s, 1H), 8.25 (dd, J=7.99 Hz, J=1.98 Hz, 1H), 7.41 (dd, J=8.18 Hz, J=3.74 Hz, 1H), 3.82 (m, 4H), 3.65 (m, 4H), 1.50 (s, 9H). MS (APCI+) [M+H]+316.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680114B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-daa4800933464bc3af794efde3cc5a99 |
| Source note | uspto-grants-2014_03 |