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Two syntheses of 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline-1-14C

✍ Scribed by Wilford L. Mendelson; Anthony J. Villani; Louis A. Petka; Charles B. Spainhour Jr.

Publisher: John Wiley and Sons
Year: 1984
Tongue: French
Weight: 441 KB
Volume: 21
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580211010

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✦ Synopsis

Two complementary radiosynthetic routes to the potent PNMT inhibitor 7,8-dichloro-1 ,2,3,4-tetrahydroisoquinol i ne-l -l 4C(1) from 2,3-dichl orobenzal dehydeformyl-C(Q) are described. In the Pomeranz-Fritsch sequence isoquinoline 6 was prepared from Schiff's base 2.

furnished 1 in 28% radiochemical yield from 4.

sequence, 4 was converted via amino alcohol 7 to chloro amine 6.

the latter with aluminum chloride/ammonium chloride (fusion, 190 "C) yielded labeled Jin 31% radiochemical yield from 2. 14 -Catalytic hydrogenation of fi (H2/Pt02) In the aluminum chloride fusion Treatment of

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