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ChemicalBook CAS DataBase List AC 186
1421854-16-1

AC 186 synthesis

11synthesis methods
-

Yield: 45%

Reaction Conditions:

with boron trifluoride phosphoric acid at 20;

Steps:


The compound denoted AD033-2 (17 g, 80 mmol), phenol (2.5 eq, 200 mmol) and BF3.H3PO4 (catalytic amount) were mixed and shaken at room temperature overnight. CH2Cl2 was added and the organic phase was washed with saturated NaHCO3 several times, then washed with hot saturated aqueous potassium carbonate solution to remove most of the phenol, washed with brine, dried with Na2SO4 , concentrated and purified through column chromatography ( eluent with EA/PE=1:50; PE being petroleum ether) three times, and then recrystallization to give compound 8 (11.2 g). Yield 45%. Mp:83-85 °C.

References:

ACADIA Pharmaceuticals Inc.;OLSSON, Roger;LUND, Birgitte;GUSTAFSSON, Magnus WO2013/17619, 2013, A1 Location in patent:Page/Page column 38;39