1-Cyclohexyl-5-(4-chlorobutyl)tetrazole; 5-(4-Chlorobutyl)-1-cyclohexyl-1H-1,2,3,4-tetraazole -Drug Synthesis Database

【结构式】

【分子编号】31947

【品名】1-Cyclohexyl-5-(4-chlorobutyl)tetrazole; 5-(4-Chlorobutyl)-1-cyclohexyl-1H-1,2,3,4-tetraazole

【CA登记号】73963-42-5

【分子式】C₁₁H₁₉ClN₄

【分子量】242.75152

【元素组成】C 54.43% H 7.89% Cl 14.6% N 23.08%

与该中间体有关的原料药合成路线共 3 条

合成路线1 合成路线2 合成路线3

合成路线1

该中间体在本合成路线中的序号：(II)

By reaction of N-[(4-chlorobutyl)carbonyl]cyclohexylamine (I) first with PCl5 and then with NH3 in benzene to give 1-cyclohexyl-5-(4-chlorobutyl)tetrazole (II), which is treated with 6-hydroxy-3,4-dihydrocarbostyril (III) and 1,5-diazabicyclo[5.4.0]undecene-5 (DBU) in ethanol. Alternatively, the condensation can be performed by means of either NaOH, KOH or KOH / K2CO3 in a great variety of solvents.

参考文献中间体

合成目标

【1】 Nishi, T.; Nakagawa, K. (Otsuka Pharmaceutical Co., Ltd.); Tetrazolylalkoxycarbostyril derivatives and pharmaceutical compositions containing them. DE 2934747; FR 2434809; GB 2033893; JP 55035019; US 4277479 .
【2】 Finkelstein, N.; Mendelovichi, M.; Pilarksi, G. (Teva Pharmaceutical Industries Ltd.; Teva Pharmaceuticals USA, Inc.); Processes for preparing cilostazol. WO 0214283 .
【3】 Blancafort, P.; Serradell, M.N.; Hillier, K.; Castaner, J.; OPC-13,013. Drugs Fut 1982, 7, 4, 264.

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)	31946	N-[(4-chlorobutyl)carbonyl]cyclohexylamine; 5-chloro-N-cyclohexylpentanamide	15862-18-6	C₁₁H₂₀ClNO	详情	详情
(II)	31947	1-Cyclohexyl-5-(4-chlorobutyl)tetrazole; 5-(4-Chlorobutyl)-1-cyclohexyl-1H-1,2,3,4-tetraazole	73963-42-5	C₁₁H₁₉ClN₄	详情	详情
(III)	30226	6-Hydroxy-2-oxo-1,2,3,4-tetrahydroquinoline; 6-Hydroxy-3,4-dihydro-2(1H)-quinolinone; 6-Hydroxy-3,4-dihydrocarbostyril		C₉H₉NO₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(III)

参考文献中间体

合成目标

【1】 Nishi T,NakagawaI（．1981. Tetnuolylalkoxyc而otyril derivatives and pharmaceutical compositions containing them US 4277479
【2】 YamamotoA,FukuyamaN,et al.2004.Process for producing alostazoL W0 2004024716

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)	31946	N-[(4-chlorobutyl)carbonyl]cyclohexylamine; 5-chloro-N-cyclohexylpentanamide	15862-18-6	C₁₁H₂₀ClNO	详情	详情
(II)	66193	(Z)-5-chloro-N-cyclohexylpentanimidoyl chloride		C₁₁H₁₉Cl₂N	详情	详情
(III)	31947	1-Cyclohexyl-5-(4-chlorobutyl)tetrazole; 5-(4-Chlorobutyl)-1-cyclohexyl-1H-1,2,3,4-tetraazole	73963-42-5	C₁₁H₁₉ClN₄	详情	详情
(IV)	30226	6-Hydroxy-2-oxo-1,2,3,4-tetrahydroquinoline; 6-Hydroxy-3,4-dihydro-2(1H)-quinolinone; 6-Hydroxy-3,4-dihydrocarbostyril		C₉H₉NO₂	详情	详情

合成路线3

该中间体在本合成路线中的序号：(III)

参考文献中间体

合成目标

【1】 Beltnme A,CastaldiG. 2005.A process for the preparation of cilostazol and the intermediates theweof, WO 200501 9204

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)	31946	N-[(4-chlorobutyl)carbonyl]cyclohexylamine; 5-chloro-N-cyclohexylpentanamide	15862-18-6	C₁₁H₂₀ClNO	详情	详情
(II)	66193	(Z)-5-chloro-N-cyclohexylpentanimidoyl chloride		C₁₁H₁₉Cl₂N	详情	详情
(III)	31947	1-Cyclohexyl-5-(4-chlorobutyl)tetrazole; 5-(4-Chlorobutyl)-1-cyclohexyl-1H-1,2,3,4-tetraazole	73963-42-5	C₁₁H₁₉ClN₄	详情	详情

Extended Information