Potassium Phosphate, Tribasic → 1-tert-Butyl 6-methyl 3-phenyl-1H-indole-1,6-dicarboxylate

A mixture of 1-tert-butyl 6-methyl 3-iodo-1H-indole-1,6-dicarboxylate 62a (5.02 mmol, 2.016 g), phenylboronic acid 1x (7.53 mmol, 0.92 g), Pd(OAc)2 (0.402 mmol, 90 mg), Sphos 0.904 mmol, (0.37 g), and K3PO4 (10.1 mmol, 2.13 g) in toluene (10 mL) in sealed reaction vial was stirred at room temperature for 2 min and then heated at 90° C. under N2 for 4 h. The reaction mixture was quenched with EtOAc and water. The organic layer was concentrated and purified by flash column chromatography (silica gel, 8% EtOAc/hexanes). The desired product was collected as a light yellow solid that was washed with small amount of hexanes to obtain 62b as a white solid.

1. customin sealed reaction vial
2. temperatureheated at 90° C. under N2 for 4 h
3. customThe reaction mixture was quenched with EtOAc and water
4. concentrationThe organic layer was concentrated
5. custompurified by flash column chromatography (silica gel, 8% EtOAc/hexanes)
6. customThe desired product was collected as a light yellow solid
7. washthat was washed with small amount of hexanes

ORD-Eintrag

ord-fd22ff54163c4dfa9c9e6f223dc04e8d

Quelldatensatz

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08691805B2