Pyridine → 7-fluoro-1-methyl-8-[[3-cyclopropylamino)methyl-1-pyrrolidinyl]-5-oxo-1,2-dihydro-5H-thiazolo-[3,2-a]quinoline-4-carboxylic acid

反応式

Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:19])[C:7]([C:16]([OH:18])=[O:17])=[C:8]3[S:14][CH2:13][CH:12]([CH3:15])[N:9]32)=[CH:4][C:3]=1[F:20].[CH:21]1([NH:24][CH2:25][CH:26]2[CH2:30][CH2:29]NC2)[CH2:23][CH2:22]1.[N:31]1C=CC=C[CH:32]=1>>[F:20][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:2]=1[N:31]1[CH2:32][CH2:29][CH2:30][CH:26]1[CH2:25][NH:24][CH:21]1[CH2:22][CH2:23]1)[N:9]1[CH:12]([CH3:15])[CH2:13][S:14][C:8]1=[C:7]([C:16]([OH:18])=[O:17])[C:6]2=[O:19]

参加物

反応物 3

HCID 1049Pyridine

HCID 13491801N-(Pyrrolidin-3-ylmethyl)cyclopropanamine

HCID 202614398-chloro-7-fluoro-1-methyl-5-oxo-1,2-dihydro-5H-thiazolo[3,2-a]quinoline-4-carboxylic acid

生成物 1

HCID 704857577-fluoro-1-methyl-8-[[3-cyclopropylamino)methyl-1-pyrrolidinyl]-5-oxo-1,2-dihydro-5H-thiazolo-[3,2-a]quinoline-4-carboxylic acid

実験手順

A mixture of 3.14 g (10 mmol) of 8-chloro-7-fluoro-1-methyl-5-oxo-1,2-dihydro-5H-thiazolo[3,2-a]quinoline-4-carboxylic acid, 2.1 g (15 mmol) of N-cyclopropyl-3-pyrrolidinemethanamine and 50 ml of pyridine is heated at reflux for 24 hours. The solvent is removed in vacuo and the residue triturated with water. The solid which forms is removed by filtration, washed with water, and dried in vacuo to give 7-fluoro-1-methyl-8-[[3-cyclopropylamino)methyl-1-pyrrolidinyl]-5-oxo-1,2-dihydro-5H-thiazolo-[3,2-a]quinoline-4-carboxylic acid.