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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2374946Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/2374946

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-(Di-tert-butylphosphino)biphenylHCID 2734215—
Edukttert-Butyl 3-iodobenzylcarbamateHCID 11645663—
EduktSodium t-butoxideHCID 23676156—
Edukt2-Amino-5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazinHCID 58712001—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktTert-butyl 3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)benzylcarbamateHCID 1122575031,2%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07462614B2
Quelldatensatzuspto-grants-2008_12
ORD IDord-e0af4b685ad24a00b3de525f56058896
Quellennotizuspto-grants-2008_12