HCID 57355799, compound → Phthalimide

Di(2-pyridyl)thionocarbonate (0.286 g, 1.2 mM) was added to a cold (0° C.) solution of 1,1-di(p-anisyl)methyl amine (0.3 g, 1.2 mM) and triethylamine (0.17 ml) in methylene chloride (10 ml). The resulting mixture was slowly warmed up to RT over a 4 hour period then stirred at RT for additional 1 hour to provide the 1,1-di(p-anisyl)methyl isothiocyanate. The prepared isothiocyanate was added to Compound 53 (0.94 g, 0.43 mM), prepared in Example 53, dissolved in methylene chloride (10 ml). The mixture was stirred at RT overnight, diluted with water (20 ml) and the layers were separated. The aqueous layer was again extracted with methylene chloride (2×20 ml). The combined CH2Cl2 extracts were dried over MgSO4, evaporated in vacuo and chromatoraphed (EM silica gel 60, 10% EtOAc in CH2Cl2) to give the pthalimide intermediate. This intermediate, substituted for Compound 54, was treated as described in Example 55 to give the HCl salt of the product. m/z (MH+) 560

1. customprepared in Example 53
2. customthe layers were separated
3. extractionThe aqueous layer was again extracted with methylene chloride (2×20 ml)
4. dry with materialThe combined CH2Cl2 extracts were dried over MgSO4
5. customevaporated in vacuo

ORD record

ord-0a070f92f1e54b2092c17ab56acf1be1

Source dataset

uspto-grants-2003_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06653478B2