HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-(Di-tert-butylphosphino)biphenyl → Tert-butyl 3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)benzylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Edukt | tert-Butyl 3-iodobenzylcarbamate | HCID 11645663 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Edukt | 2-Amino-5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin | HCID 58712001 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | Tert-butyl 3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)benzylcarbamate | HCID 11225750 | 31,2% |
Reaktionsschritte
In a similar manner as described for Example 41, 5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (Intermediate 45) (0.025 g, 0.09 mmol), tert-butyl 3-iodobenzylcarbamate (0.028 g, 0.09 mmol), Pd2(dba)3 (0.008 g, 0.01 mmol), 2-(Di-t-butylphosphino)biphenyl (0.008 g, 0.03 mmol), and NaOtBu (0.011 g, 0.11 mmol) in 1,4-dioxane (1 mL) gave tert-butyl 3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)benzylcarbamate (0.014 g) as a yellow solid. 1H NMR (CDCl3): δ8.82 (s, 1H), 8.80 (s, 1H), 8.66 (d, J=7.3 Hz, 1H), 7.79-7.73 (m, 1H), 7.70-7.60 (m, 2H), 7.42-7.28 (m, 4H), 7.18 (bs, 1H), 7.04 (d, J=7.7 Hz, 1H), 4.32 (bs, 2H), 2.61 (s, 3H), 1.46 (s, 9H). MS m/z 499 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07462614B2 |
| Quelldatensatz | uspto-grants-2008_12 |
| ORD ID | ord-e0af4b685ad24a00b3de525f56058896 |
| Quellennotiz | uspto-grants-2008_12 |