9-chloro-6-methyl-10H-thiochromeno[3,2-c]pyridin-10-one -Drug Synthesis Database

【结构式】

【分子编号】41958

【品名】9-chloro-6-methyl-10H-thiochromeno[3,2-c]pyridin-10-one

【CA登记号】

【分子式】C₁₃H₈ClNOS

【分子量】261.73136

【元素组成】C 59.66% H 3.08% Cl 13.55% N 5.35% O 6.11% S 12.25%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(V)

Condensation of 4-chloronicotinic acid (I) with 5-chloro-2-methylthiophenol (II) led to thioether (III). Treatment of (III) with thionyl chloride, followed by Friedel-Crafts cyclization of the resulting acid chloride (IV) with AlCl3 in nitrobenzene at 100 C afforded the tricyclic compound (V). Finally, heating of (V) with N-(2-dimethylaminoethyl)hydrazine (VI) furnished the title compound.

参考文献中间体

合成目标

【1】 Beggiolin, G.; Haydar, S.N.; Hacker, M.P.; Menta, E.; Truong-Chiott, S.; Krapcho, A.P.; Synthesis and antitumor activities of 5-methyl-1- and 2-[[2-dimethylaminoethyl]amino]-aza-thiopyranoindazoles. Bioorg Med Chem Lett 2000, 10, 3, 305.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	41954	4-chloronicotinic acid	10177-29-4	C₆H₄ClNO₂	详情	详情
(II)	41955	5-chloro-2-methylphenylhydrosulfide; 5-chloro-2-methylbenzenethiol		C₇H₇ClS	详情	详情
(III)	41956	4-[(5-chloro-2-methylphenyl)sulfanyl]nicotinic acid		C₁₃H₁₀ClNO₂S	详情	详情
(IV)	41957	4-[(5-chloro-2-methylphenyl)sulfanyl]nicotinoyl chloride		C₁₃H₉Cl₂NOS	详情	详情
(V)	41958	9-chloro-6-methyl-10H-thiochromeno[3,2-c]pyridin-10-one		C₁₃H₈ClNOS	详情	详情
(VI)	41186	N-(2-hydrazinoethyl)-N,N-dimethylamine; 2-hydrazino-N,N-dimethyl-1-ethanamine		C₄H₁₃N₃	详情	详情

Extended Information