6-bromo-2-quinolinecarboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】22534

【品名】6-bromo-2-quinolinecarboxylic acid

【CA登记号】

【分子式】C₁₀H₆BrNO₂

【分子量】252.06718

【元素组成】C 47.65% H 2.4% Br 31.7% N 5.56% O 12.69%

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：(XIX)

Tritiated saquinavir: The cyclization of 4-bromoaniline (XVI) with crotonic aldehyde (II) by means of ZnCl2/HCl gives 6-bromo-4-methylquinoline (XVII), which is brominated as before giving tetrabromo derivative (XVIII). The hydrolysis of (XVIII) with sulfuric cid affords 6-bromoquinoline-2-carboxylic acid (XIX), which is condensed with Ro-32-0445 (VI) by means of HOBT and DCC as indicated giving the bromo derivative of saquinavir (XX). Finally, this compound is tritiated with T2 over Pd/C in ethanol.

参考文献中间体

合成目标

【1】 Wiltshire, H.R.; et al.; The synthesis of labelled forms of saquinavir. J Label Compd Radiopharm 1998, 41, 12, 1103.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(II)	22517	(E)-2-butenal	4170-30-3	C₄H₆O	详情	详情
(VI)	22521	(2S)-N(1)-[(1S,2R)-3-[(3S,4aS,8aS)-3-[(tert-butylamino)carbonyl]octahydro-2(1H)-isoquinolinyl]-1-benzyl-2-hydroxypropyl]-2-aminobutanediamide		C₂₈H₄₅N₅O₄	详情	详情
(XVI)	22531	4-Bromoaniline; 4-Bromophenylamine	106-40-1	C₆H₆BrN	详情	详情
(XVII)	22532	6-bromo-2-methylquinoline	877-42-9	C₁₀H₈BrN	详情	详情
(XVIII)	22533	6-bromo-2-(tribromomethyl)quinoline		C₁₀H₅Br₄N	详情	详情
(XIX)	22534	6-bromo-2-quinolinecarboxylic acid		C₁₀H₆BrNO₂	详情	详情
(XX)	22535	(2S)-N(1)-[(1S,2R)-3-[(3S,4aS,8aS)-3-[(tert-butylamino)carbonyl]octahydro-2(1H)-isoquinolinyl]-1-benzyl-2-hydroxypropyl]-2-[[(6-bromo-2-quinolinyl)carbonyl]amino]butanediamide		C₃₈H₄₉BrN₆O₅	详情	详情

Extended Information