Potassium Hydroxide → 1-{[3,4-Bis(methyloxy)phenyl]methyl}-4-(methyloxy)-1H-indazol-3-amine

Powdered KOH (0.494 g, 8.80 mmol) was dissolved in DMSO (20 mL) under nitrogen and 4-(methyloxy)-1H-indazol-3-amine (for a preparation see Intermediate 1) (0.653 g, 4 mmol) was added. The mixture was stirred for 15 min to give a deep red solution. 4-(Chloromethyl)-1,2-bis(methyloxy)benzene (0.896 g, 4.80 mmol) was added in one portion and the mixture was stirred for 2 h. The mixture was added to water (150 mL) and extracted with dichloromethane (3×50 mL). The dried (Na2SO4) extract was evaporated and the residue was triturated with diethyl ether (3×3 mL) to give the title compound (1.05 g, 84%) as an orange solid. LCMS (System B) RT=2.22 min, ES+ve m/z 314 (M+H)+.

1. additionwas added
2. customto give a deep red solution
3. stirringthe mixture was stirred for 2 h
4. extractionextracted with dichloromethane (3×50 mL)
5. dry with materialThe dried (Na2SO4)
6. extractionextract
7. customwas evaporated
8. customthe residue was triturated with diethyl ether (3×3 mL)

ORD 기록

ord-0aa0672d123b417bb98d1a9d1122a9d4

출처 데이터셋

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08304446B2