2-quinolinecarboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】63836

【品名】2-quinolinecarboxylic acid

【CA登记号】

【分子式】C₁₀H₇NO₂

【分子量】173.17112

【元素组成】C 69.36% H 4.07% N 8.09% O 18.48%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(XII)

Pentadeuterated saquinavir: The nitration of hexadeuterobenzene (VII) with HNO3/H2SO4 gives pentadeuteronitrobenzene (VIII), which is hydrogenated with deuterium/Pt in D1-methanol yielding heptadeuteroaniline (IX). The cyclization of (IX) with crotonic aldehyde (II) by means of DCI/D2O and acetic anhydride as before affords hexadeuterated quinoline (X), which is brominated with Br2 as before giving the tribromo derivative (XI). The hydrolysis of (XI) with sulfuric acid as before yields the acid (XII), which is finally condensed with Ro-32-0445 (VI) as before.

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
(VII)	13364	Benzene	71-43-2	C₆H₆	详情	详情
(VII)	63831	benzene		C₆H₆	详情	详情
(VIII)	22523	1-nitrobenzene	28250-14-8	C₆H₅NO₂	详情	详情
(VIII)	63832	1-nitrobenzene		C₆H₅NO₂	详情	详情
(IX)	12294	Aniline; Phenylamine	62-53-3	C₆H₇N	详情	详情
(IX)	63833	aniline; phenylamine		C₆H₇N	详情	详情
(X)	13161	Quinaldine; 2-Methylquinoline	91-63-4	C₁₀H₉N	详情	详情
(X)	63834	2-methylquinoline		C₁₀H₉N	详情	详情
(XI)	22526	2-(tribromomethyl)quinoline	613-53-6	C₁₀H₆Br₃N	详情	详情
(XI)	63835	2-(tribromomethyl)quinoline		C₁₀H₆Br₃N	详情	详情
(XII)	14532	2-Quinolinecarboxylic acid; Quinaldic Acid	93-10-7	C₁₀H₇NO₂	详情	详情
(XII)	63836	2-quinolinecarboxylic acid		C₁₀H₇NO₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(XV)

Tetradeuterated saquinavir: The cyclization of heptadeuteroaniline (IX) with crotonic aldehyde (II) by means of HCl and acetic anhydride as before gives the tetradeuteroquinoline (XIII), which is brominated as described yielding the tribromo derivative (XIV). The hydrolysis of (XIV) with sulfuric acid affords tetradeuterated acid (XV), which is finally condensed with Ro-32-0445 (VI) as indicated.

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
(IX)	12294	Aniline; Phenylamine	62-53-3	C₆H₇N	详情	详情
(IX)	63833	aniline; phenylamine		C₆H₇N	详情	详情
(XIII)	13161	Quinaldine; 2-Methylquinoline	91-63-4	C₁₀H₉N	详情	详情
(XIII)	63834	2-methylquinoline		C₁₀H₉N	详情	详情
(XIV)	22526	2-(tribromomethyl)quinoline	613-53-6	C₁₀H₆Br₃N	详情	详情
(XV)	14532	2-Quinolinecarboxylic acid; Quinaldic Acid	93-10-7	C₁₀H₇NO₂	详情	详情
(XV)	63836	2-quinolinecarboxylic acid		C₁₀H₇NO₂	详情	详情
(XVI)	63835	2-(tribromomethyl)quinoline		C₁₀H₆Br₃N	详情	详情

Extended Information