HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine → Tert-butyl 6-(3-aminopyridin-4-yl)-2-methylpyrimidin-4-ylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine | HCID 49760414 | — |
| Edukt | tert-Butyl (6-chloro-2-methylpyrimidin-4-yl)carbamate | HCID 86669200 | — |
| Katalysator | HCID 178418807 | HCID 178418807 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | Tert-butyl 6-(3-aminopyridin-4-yl)-2-methylpyrimidin-4-ylcarbamate | HCID 69047460 | 26% |
Reaktionsschritte
Method 26 was followed using tert-butyl 6-chloro-2-methylpyrimidin-4-ylcarbamate (1.0 equiv.), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine (3.0 equiv.), Pd(dppf)Cl2-DCM (0.10 equiv.) in DME/2M Na2CO3 (3:1, 0.07M) at 80° C. for 30 min. Purification via SiO2 column chromatography eluting with EtOAc afforded tert-butyl 6-(3-aminopyridin-4-yl)-2-methylpyrimidin-4-ylcarbamate in 26% yield. LCMS (m/z): 302.1 (MH+); LC Rt=2.23 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08822497B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-b5f110fa30ac47bb948392878b7e81e1 |
| Quellennotiz | uspto-grants-2014_09 |