5-fluoro-1-(4-fluorobenzyl)-1H-indole -Drug Synthesis Database

【结构式】

【分子编号】44312

【品名】5-fluoro-1-(4-fluorobenzyl)-1H-indole

【CA登记号】

【分子式】C₁₅H₁₁F₂N

【分子量】243.2558864

【元素组成】C 74.06% H 4.56% F 15.62% N 5.76%

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：(III)

Alkylation of 5-fluoroindole (I) with 4-fluorobenzyl chloride (II) provided the N-benzyl indole (III). Subsequent reaction of (III) with oxalyl chloride furnished the indolylglyoxylic acid chloride (IV). This was finally coupled with 4-amino-3,5-dichloropyridine (V) to afford the corresponding amide.

参考文献中间体

合成目标

【1】 Egerland, U.; Kronbach, T.; Höfgen, N.; Poppe, H.; Küsters, S.; szelenyi, S.; A WD 12-343, a new orally active PDE 4 inhibitor - Synthesis and comparison with SB 207499, rolipram and A WD 12-281. 16th Int Symp Med Chem (Sept 18 2000, Bologna) 2000, Abst PA-79.
【2】 Hofgen, N.; et al.; A WD 12-343, a new orally active PDE 4 inhibitor - Synthesis and comparison with SB 207499, rolipram and A WD 12-281. 27th Natl Med Chem Symp (June 13 2000, Kansas City) 2000, Abst B-19.

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)	32388	5-Fluoroindole; 5-Fluoro-1H-indole	399-52-0	C₈H₆FN	详情	详情
(II)	12354	4-Fluorobenzyl chloride; 1-(Chloromethyl)-4-fluorobenzene	352-11-4	C₇H₆ClF	详情	详情
(III)	44312	5-fluoro-1-(4-fluorobenzyl)-1H-indole		C₁₅H₁₁F₂N	详情	详情
(IV)	44313	2-[5-fluoro-1-(4-fluorobenzyl)-1H-indol-3-yl]-2-oxoacetyl chloride		C₁₇H₁₀ClF₂NO₂	详情	详情
(V)	25135	3,5-dichloro-4-pyridinamine; 4-amino-3,5-dichloropyridine	22889-78-7	C₅H₄Cl₂N₂	详情	详情

Extended Information