Monoethyl succinate → Ethyl 4-{[7-(cyclohexylamino)-1-cyclopentyl-6-fluoro-4-oxo-1,4-dihydroquinolin-3-yl]amino}-4-oxobutanoate

HRID 1094167

反応式

HRID 1094167 の反応式
[NH2:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][C:7]([NH:14][CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]3)=[C:8]([F:13])[CH:9]=2)[N:4]([CH:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[CH:3]=1.[CH2:26]([O:28][C:29](=[O:35])[CH2:30][CH2:31][C:32](O)=[O:33])[CH3:27].Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1>CN(C=O)C.O>[CH:15]1([NH:14][C:7]2[CH:6]=[C:5]3[C:10]([C:11](=[O:12])[C:2]([NH:1][C:32](=[O:33])[CH2:31][CH2:30][C:29]([O:28][CH2:26][CH3:27])=[O:35])=[CH:3][N:4]3[CH:21]3[CH2:22][CH2:23][CH2:24][CH2:25]3)=[CH:9][C:8]=2[F:13])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

参加物

7

反応物 4

HCID 70610Monoethyl succinateHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 666369333-amino-7-(cyclohexylamino)-1-cyclopentyl-6-fluoroquinoline-4(1H)-one

生成物 1

HCID 66636965Ethyl 4-{[7-(cyclohexylamino)-1-cyclopentyl-6-fluoro-4-oxo-1,4-dihydroquinolin-3-yl]amino}-4-oxobutanoate収率 64.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

250 mg of 3-amino-7-(cyclohexylamino)-1-cyclopentyl-6-fluoroquinoline-4(1H)-one and 127 mg of 4-ethoxy-4-oxobutanoic acid were dissolved in 20 ml of DMF, and 170 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride and 160 mg of 1-hydroxybenzotriazole were added, followed by overnight stirring at room temperature. By adding water to the reaction mixture and collecting the insoluble materials by filtration, 220 mg of ethyl 4-{[7-(cyclohexylamino)-1-cyclopentyl-6-fluoro-4-oxo-1,4-dihydroquinolin-3-yl]amino}-4-oxobutanoate was obtained.

後処理

  1. customcollecting the insoluble materials
  2. filtrationby filtration

出典と根拠

ORDレコード
ord-4093c6738de74199bf76f820fbc728fb
出典データセット
uspto-grants-2012_03
特許番号
US08133882B2

関連ノート

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