HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tri-o-tolylphosphine → (E)-3-(2-aminopyrimidin-5-yl)-N-methyl-N-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)acrylamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tri-o-tolylphosphine | HCID 80271 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 2-Amino-5-bromopyrimidine | HCID 231310 | — |
| Edukt | N-methyl-N-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)acrylamide | HCID 22139100 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Propionitrile | HCID 7854 | — |
| Produkt | (E)-3-(2-aminopyrimidin-5-yl)-N-methyl-N-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)acrylamide | HCID 9973420 | 20% |
Reaktionsschritte
A solution of 2-amino-5-bromopyrimidine (0.27 g, 1.55 mmole), N-methyl-N-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)acrylamide (0.5 g, 2.33 mmole), Pd(OAc)2 (0.037 g, 0.163 mmole), P(o-tolyl)3 (0.085 g, 0.28 mmole), and (i-Pr)2NEt (0.42 mL, 2.33 mmole) in propionitrile (20 mL) was degassed then heated to reflux. After 18 hr the mixture was cooled to RT and concentrated. Flash chromatography on silica gel (10% MeOH/CH2Cl2) gave the title compound (0.100 g, 18%): MS (ES) m/e 363 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07250424B2 |
| Quelldatensatz | uspto-grants-2007_07 |
| ORD ID | ord-68145661a6284578aff4604d302a3f33 |
| Quellennotiz | uspto-grants-2007_07 |