TETRABENAZINE synthesis
- Product Name:TETRABENAZINE
- CAS Number:718635-93-9
- Molecular formula:C19H27NO3
- Molecular Weight:317.42
91342-74-4
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20232-39-7
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Yield:718635-93-9 85.6%
Reaction Conditions:
in n-heptane;water at 35; for 48 h;Large scale;
Steps:
1.A1 A1. Preparation of 3-isobutyl-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one starting from 3-((dimethylamino)methyl)-5-methylhexan-2-one free base
6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride (118.2 kg) was dissolved in water (3 volumes). 34(Dimethylamino)methyl)-5-methylhexan-2-one (99.1 kg) in n-heptane (1.5 volumes) was added and the mixture stirred vigorously for at least 48 hours at about 35° C. until less than 10% 6,7-dimethoxy-3,4-dihydroisoquinoline was remaining against a standard solution. The solid was filtered, washed with water then heptane, and then dried under vacuum to provide 3-isobutyl-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one (141.1 kg, 85.6% yield).
References:
Neurocrine Biosciences, Inc.;MCGEE, Kevin;LI, Bin-Feng US2017/183346, 2017, A1 Location in patent:Paragraph 0165
3382-18-1
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1069-62-1
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120-20-7
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