Reaktion #45509

Reaktionsgleichung

trans-Cyclohexane-1,2-diamine

3-(4-amino-3-methoxyphenyl)-7-iodothieno[3,2-c]pyridin-4-amine

2-pyrrolidin-1-ylacetamide

potassium phosphate

→

title compound

N-[4-amino-3-(4-amino-3-methoxyphenyl)thieno[3,2-c]pyridin-7-yl]-2-pyrrolidin-1-ylacetamide triacetate salt

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeEvacuated under vacuum
2. 2
   workup.ADDITIONback filled with nitrogen
3. 3
   SonstigeThe reaction tube was sealed
4. 4
   SonstigeThe solvent was removed
5. 5
   Sonstigethe crude product was purified by reverse phase preparative HPLC

Vorschrift

A schlenck tube was charged with 3-(4-amino-3-methoxyphenyl)-7-iodothieno[3,2-c]pyridin-4-amine (199 mg, 0.5 mmol), 2-pyrrolidin-1-ylacetamide (0.6 mmol), copper(I) iodide (4.8 mg, 0.025 mmol), potassium phosphate (225 mg, 1.06 mmol). Evacuated under vacuum and back filled with nitrogen. trans-Cyclohexane-1,2-diamine (6.5 uL, 0.05 mmol) and dioxane (1 mL) was added. The reaction tube was sealed and heated at about 110° C. overnight. The solvent was removed and the crude product was purified by reverse phase preparative HPLC to give the title compound as the tri-acetate salt. LCMS (Conditions a): MH+=398.2, Rt=1.55 min. (154 mg, 45%)

Quelle