ethyl 2-{5-[(3S)-3-(dimethylamino)pyrrolidinyl]-1H-benzimidazol-2-yl}acetate -Drug Synthesis Database

【结构式】

【分子编号】53574

【品名】ethyl 2-{5-[(3S)-3-(dimethylamino)pyrrolidinyl]-1H-benzimidazol-2-yl}acetate

【CA登记号】n/a

【分子式】C₁₇H₂₄N₄O₂

【分子量】316.40332

【元素组成】C 64.53% H 7.65% N 17.71% O 10.11%

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)

The cyclization of the phenylenediamine (I) with 3-ethoxy-3-iminopropionic acid ethyl ester (II) in refluxing ethanol gives the 2-(benzimidazol-2-yl)acetate (III), which is submitted to a new cyclization with 2-aminobenzonitrile (IV) by means of LiHMDS in THF to afford the target quinolinone.

参考文献中间体

合成目标

【1】 Harris, A.; Renhowe, P.; Machajewski, T.; Shafer, C.; Wernette-Hammond, M.-E.; Pecchi, S.; Taylor, C.; McCrea, B.; McBride, C.; Jazan, E. (Chiron Corp.); Quinolinone derivs.. WO 0222598 .

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)	53573	2-amino-4-[(3S)-3-(dimethylamino)pyrrolidinyl]phenylamine; 4-[(3S)-3-(dimethylamino)pyrrolidinyl]-1,2-benzenediamine	n/a	C₁₂H₂₀N₄	详情	详情
(II)	17929	ethyl 3-ethoxy-3-iminopropanoate	2318-25-4	C₇H₁₃NO₃	详情	详情
(III)	53574	ethyl 2-{5-[(3S)-3-(dimethylamino)pyrrolidinyl]-1H-benzimidazol-2-yl}acetate	n/a	C₁₇H₂₄N₄O₂	详情	详情
(IV)	19493	2-aminobenzonitrile	1885-29-6	C₇H₆N₂	详情	详情

Extended Information