Reaction #155527

Reaction equation

mixture

3-((4-methoxy-6-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamino)methyl)phenol

tert-butyl 3-hydroxypropylcarbamate

triphenylphosphine

diisopropyl azodicarboxylate

→

title compound

tert-butyl 3-(3-((4-methoxy-6-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamino)methyl)phenoxy)propylcarbamate

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   Concentrationconcentrated in vacuo
2. 2
   WashFlash chromatography isolation (gradient elution, ethyl acetate/hexane 0-50%)

Procedure

To a mixture of Example 63A (0.510 g, 1.05 mmol), tert-butyl 3-hydroxypropylcarbamate (0.275 g, 1.57 mmol) and triphenylphosphine (0.412 g, 1.57 mmol) in tetrahydrofuran (13 ml) was added dropwise diisopropyl azodicarboxylate (DIAD) (0.305 ml, 1.57 mmol). The reaction mixture was stirred at room temperature for 3 hours and then concentrated in vacuo. Flash chromatography isolation (gradient elution, ethyl acetate/hexane 0-50%) gave the title compound.

Source