Water → 2-Chloro-8-methoxy-7-methylquinazoline

To a solution of 2,4-dichloro-8-methoxy-7-methylquinazoline (43 g, 0.177 mol) in EtOAc (2580 mL) were added DIPEA (22.9 g, 0.177 mol) and Pd/C (8.6 g) in one portion. The reaction mixture was stirred at room temperature for 6 h under 20 psi of hydrogen. Water (800 mL) was added and the mixture was filtered. The filtrate was separated, the organic layer was washed with water (500 mL). The combined aqueous layers were re-extracted with EtOAc (700 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo to give the crude product. The crude product was re-crystallized from EtOAc (64 mL)/petroleum ether (192 mL) to give the title compound (24.9 g, 67.5%) as a white solid.

1. filtrationthe mixture was filtered
2. customThe filtrate was separated
3. washthe organic layer was washed with water (500 mL)
4. extractionThe combined aqueous layers were re-extracted with EtOAc (700 mL)
5. washThe combined organic layers were washed with brine
6. dry with materialdried over anhydrous Na2SO4
7. concentrationconcentrated in vacuo
8. customto give the crude product
9. customThe crude product was re-crystallized from EtOAc (64 mL)/petroleum ether (192 mL)

ORD 기록

ord-3a5703d4de8e4ab19cd455c1fafa1379

출처 데이터셋

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07998978B2