Nitrogen → 7-Vinylthieno[3,2-d]pyrimidin-4-amine

Temperatur

120 °C

7-Bromothieno[3,2-d]pyrimidine-4-amine (2.4 g, 10.43 mmol) was dissolved in dioxane (30 mL) and then treated with N2 gas for 20 minutes. Pd(PPh3)4 (723 mg, 0.63 mmol) and tributyl(vinyl)tin (3.35 mL, 11.5 mmol) were added thereto and stirred at 120° C. for 7 hours. The reaction mixture was cooled to room temperature, an aqueous KF solution (10%, 30 mL) was added thereto and stirred for 2 hours. The reaction mixture was filtered with Celite and washed with ethyl acetate. The aqueous layer was separated from the organic layer and extracted with ethyl acetate. The combined organic layer was dried with MgSO4 and concentrated. The resulting mixture was purified by silica gel chromatography (DCM/MeOH=95/5) to obtain the title compound having a yellow color.

1. temperatureThe reaction mixture was cooled to room temperature
2. stirringstirred for 2 hours
3. filtrationThe reaction mixture was filtered with Celite
4. washwashed with ethyl acetate
5. customThe aqueous layer was separated from the organic layer
6. extractionextracted with ethyl acetate
7. dry with materialThe combined organic layer was dried with MgSO4
8. concentrationconcentrated
9. customThe resulting mixture was purified by silica gel chromatography (DCM/MeOH=95/5)

ORD-Eintrag

ord-a32c585d7bb54fe6891e556386981c4e

Quelldatensatz

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08999973B2