August 20, 2012

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The following patent record is from the CAplusSM database.


Patent Number: US 8207341
Title: Process for preparation of 1,7-dichloro-4-methoxy-isoquinoline
Inventor(s): Springfield, Shawn A.; Doubleday, Wendel W.; Buono, Frederic; Couturier, Michel A.; Lear, Yvonne; Favreau, Denis; Levesque, Kathia; Manchand, Percy Sarwood; Frieser, Markus; Cocuzza, Anthony J.; Kim, Hyungcheol; Lee, Sangsoo; Kim, Chunyoung; Yang, Soonha; Choi, Eunhee
Patent Assignee(s): Bristol-Myers Squibb Company, USA
Source: U.S. Pat. Appl. Publ., 15pp.; Chemical Indexing Equivalent to 152:311493 (WO) CODEN: USXXCO
Language: English

The present invention pertains to a process for the preparation of 1,7-dichloro-4-methoxy-isoquinoline. For example, 5-chloro-2-methylbenzoic acid was treated with oxalyl chloride and then with NH4OH for 5-chloro-2-methylbenzamide, which was then reacted with 1,1-dimethoxy-N,N-dimethyl-methanamine and further treated with potassium-t-amylate for cyclization product, 7-chloro-1(2H)-isoquinolone. The intermediate obtained above was reacted with methanol in the presence of methanesulfonic acid a hypervalent iodine oxidizing agent, e.g., Ph iodine diacetate, to afford 7-chloro-4-methoxy-1(2H)-isoquinolinone, which was then treated with a chlorinating agent, e.g., phosphoryl chloride, to give 1,7-dichloro-4-methoxy-isoquinoline as the final product.

Please note:  Titles and abstracts for patent records in CAplus are routinely enhanced to better describe the claimed invention. In this example, CAS enhanced both the abstract and title using additional information found in the patent. The original title of the U.S. publication is Process or synthesizing substituted isoquinolines. For the CAplus record, this title was enhanced to read: Process for preparation of 1,7-dichloro-4-methoxy-isoquinoline.


View the full-text U.S. patent from USPTO.

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