7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine -Drug Synthesis Database

【结构式】

【分子编号】33851

【品名】7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine

【CA登记号】

【分子式】C₁₇H₁₄ClF₃N₂

【分子量】338.7595496

【元素组成】C 60.27% H 4.17% Cl 10.47% F 16.82% N 8.27%

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：(VIII)

The reaction of 4-chloro-N-(2,2,2-trifluoroethyl)aniline (V) with ethyleneimine (C) by means of AlCl3 in benzene affords the N-(2-aminoethyl) compound (VI), which is benzoylated with benzoyl chloride (D) as usual yielding the benzamide (VII). Compound (VII) is cyclized with P2O5 in POCl3 giving 7-chloro-1,2-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-3H-1,4-benzodiazepine (VIII), which is finally oxidized with RuO4.

参考文献中间体

合成目标

【1】 Topliss, J.G.; Steinman, M.; Alekel, R.; Wong, Y.S.; York, E.E.; 1-Polyfluoroalkylbenzodiazepines. J Med Chem 1973, 16, 12, 1354-60.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(D)	10463	Benzoyl chloride	98-88-4	C₇H₅ClO	详情	详情
(V)	33475	N-(4-chlorophenyl)-N-(2,2,2-trifluoroethyl)amine; 4-chloro-N-(2,2,2-trifluoroethyl)aniline		C₈H₇ClF₃N	详情	详情
(VI)	33476	N(1)-(4-chlorophenyl)-N(1)-(2,2,2-trifluoroethyl)-1,2-ethanediamine; N-(2-aminoethyl)-N-(4-chlorophenyl)-N-(2,2,2-trifluoroethyl)amine		C₁₀H₁₂ClF₃N₂	详情	详情
(VII)	33850	N-[2-[4-chloro(2,2,2-trifluoroethyl)anilino]ethyl]benzamide		C₁₇H₁₆ClF₃N₂O	详情	详情
(VIII)	33851	7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine		C₁₇H₁₄ClF₃N₂	详情	详情
(C)	10151	Ethyleneimine; Aziridine; Azirane	151-56-4	C₂H₅N	详情	详情

Extended Information