N-(4-bromophenyl)-N-(methylsulfonyl)methanesulfonamide -Drug Synthesis Database

【结构式】

【分子编号】36996

【品名】N-(4-bromophenyl)-N-(methylsulfonyl)methanesulfonamide

【CA登记号】

【分子式】C₈H₁₀BrNO₄S₂

【分子量】328.20774

【元素组成】C 29.28% H 3.07% Br 24.35% N 4.27% O 19.5% S 19.54%

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：(VII)

Reaction of 4-bromoaniline (VI) with methanesulfonyl chloride afforded the bis sulfonamido derivative (VII). Palladium-catalyzed coupling of (VII) with 6-methoxybenzo[b]thiophene-2-boronic acid (VIII) then provided the 2-aryl benzothiophene (IX). Subsequent Friedel-Crafts acylation of (IX) with acid chloride (V) in the presence of AlCl3 gave rise to ketone (X). The methyl ether group of (X) was finally cleaved by treatment with ethanethiol and AlCl3.

参考文献中间体

合成目标

【1】 Dantzig, A.H.; Grese, T.A.; Normal, B.H.; Palkowitz, A.D.; Sluka, J.P.; Starling, J.J. II; Winter, M.A. (Eli Lilly and Company); Methods for treating resistant tumors. EP 0773217; JP 2000500138; WO 9717069 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(V)	36995	4-[2-(1-piperidinyl)ethoxy]benzoyl chloride		C₁₄H₁₈ClNO₂	详情	详情
(VI)	22531	4-Bromoaniline; 4-Bromophenylamine	106-40-1	C₆H₆BrN	详情	详情
(VII)	36996	N-(4-bromophenyl)-N-(methylsulfonyl)methanesulfonamide		C₈H₁₀BrNO₄S₂	详情	详情
(VIII)	25015	6-methoxy-1-benzothiophen-2-ylboronic acid		C₉H₉BO₃S	详情	详情
(IX)	36997	N-[4-(6-methoxy-1-benzothiophen-2-yl)phenyl]-N-(methylsulfonyl)methanesulfonamide		C₁₇H₁₇NO₅S₃	详情	详情
(X)	36998	N-[4-(6-methoxy-3-[4-[2-(1-piperidinyl)ethoxy]benzoyl]-1-benzothiophen-2-yl)phenyl]-N-(methylsulfonyl)methanesulfonamide		C₃₁H₃₄N₂O₇S₃	详情	详情

Extended Information