- Synthesis method of 4-fluoroisoquinoline sulfate
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The invention discloses a synthesis method of 4-fluoroisoquinoline sulfate, the synthesis method comprises the following steps: S1: putting 1-bromine isoquinoline, an NFSI reagent and acetonitrile into a reaction kettle, sufficiently and uniformly stirring, starting the reaction kettle to enable the reaction temperature to be about 60-65 DEG C, and setting the reaction time to be 6-24 hours; afterthe reaction is finished, spin-drying the organic solvent in the reaction liquid through a vacuum rotary dryer, adding water into the reaction liquid, carrying out water-phase extraction work by using dichloromethane, and combining an organic phase; then adjusting the pH value of the organic phase by using a sodium bicarbonate solution, washing the organic phase by using a sodium chloride solution after the adjustment is finished, and carrying out vacuum spin-drying on the organic phase by using a vacuum rotary dryer so as to synthesize the 1-bromo-4-fluoroisoquinoline. The method is reasonable in design, the preparation steps of the isoquinoline compound can be shortened, the production and synthesis efficiency of the isoquinoline compound can be improved, and then the market requirements are met.
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- A Practical synthesis of novel Rho-kinase inhibitor, (S)-4-fluoro-5-(2- methyl-1,4-diazepan-1-ylsulfonyl)-isoquinoline
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A practical synthesis of novel Rho-kinase inhibitor, (S)-4-fluoro-5- (2-methyl-1,4-diazepan-1-ylsulfonyl)isoquinoline hydrochloride dihydrate (1) was achieved in a pilot-scale production. We have demonstrated the regioselective chlorosulfonylation of 4-fluoroisoquinoline in an one-pot reaction to afford 4-fluoroisoquinoline-5-sulfonyl chloride and the asymmetric construction of the (S)-2-methyl-1,4-diazepane moiety as key steps. The Japan Institute of Heterocyclic Chemistry.
- Gomi, Noriaki,Ohgiya, Tadaaki,Shibuya, Kimiyuki,Katsuyama, Jyunji,Masumoto, Masayuki,Sakai, Hitoshi
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experimental part
p. 1771 - 1781
(2011/09/21)
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- PROCESS FOR PRODUCTION OF 4-FLUOROISOQUINOLINE-5-SULFONYL HALIDE OR SALT THEREOF
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To provide an effective and simple process for producing 4-fluoroisoquinoline-5-sulfonyl halide or a salt thereof, and a simple method for separating for purification of the product from a by-produced position isomer thereof. The process for producing 4-fluoroisoquinoline-5-sulfonyl halide or a salt thereof, characterized in that the process includes reacting 4-fluoroisoquinoline or a salt thereof with sulfuric anhydride in the presence or absence of sulfuric acid, to thereby form 4-fluoroisoquinoline-5-sulfonic acid or a salt thereof, and, subsequently, reacting the formed sulfonic acid compound with a halogenating reagent.
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- PROCESS FOR PRODUCTION OF 4-FLUOROISOQUINOLINE-5-SULFONYL HALIDE OR SALT THEREOF
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A process for production of a 4-fluoroisoquinoline-5-sulfonyl halide or a salt thereof comprising the steps of reacting 4-fluoroisoquinoline or a salt thereof with sulfuric anhydride in the presence or absence of sulfuric acid to give 4-fluoroisoquinoline-5-sulfonic acid or a salt thereof, and then reacting the resulting 4-fluoroisoquinoline-5-sulfonic acid or salt thereof with a halogenation reagent to give a 4-fluoroisoquinoline-5-sulfonyl halide or a salt thereof. This process can produce a 4-fluoroisoquinoline-5-sulfonyl halide or a salt thereof effectively and easily and can also separate and purify the 4-fluoroisoquinoline-5-sulfonyl halide or salt thereof from a position isomer by-product easily.
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Page/Page column 8
(2008/06/13)
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