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Cesium carbonate → Tert-butyl 3-(5-bromo-4-fluoro-2-(6-(N-(isoxazol-3-yl)-N-(4-methoxybenzyl)sulfamoyl)-2-oxoquinolin-1(2H)-yl)phenoxy)pyrrolidine-1-carboxylate

HRID 1504377
ノート
印刷プレビュー

反応式

HRID 1504377 の反応式
I[CH:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]1.[Br:14][C:15]1[C:20]([F:21])=[CH:19][C:18]([N:22]2[C:31]3[C:26](=[CH:27][C:28]([S:32]([N:35]([C:45]4[CH:49]=[CH:48][O:47][N:46]=4)[CH2:36][C:37]4[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=4)(=[O:34])=[O:33])=[CH:29][CH:30]=3)[CH:25]=[CH:24][C:23]2=[O:50])=[C:17]([OH:51])[CH:16]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[Br:14][C:15]1[C:20]([F:21])=[CH:19][C:18]([N:22]2[C:31]3[C:26](=[CH:27][C:28]([S:32](=[O:33])(=[O:34])[N:35]([C:45]4[CH:49]=[CH:48][O:47][N:46]=4)[CH2:36][C:37]4[CH:38]=[CH:39][C:40]([O:43][CH3:44])=[CH:41][CH:42]=4)=[CH:29][CH:30]=3)[CH:25]=[CH:24][C:23]2=[O:50])=[C:17]([CH:16]=1)[O:51][CH:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 23251108tert-Butyl 3-iodopyrrolidine-1-carboxylateHCID 1177372691-(4-bromo-5-fluoro-2-hydroxyphenyl)-N-(isoxazol-3-yl)-N-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-6-sulfonamide

生成物 1

HCID 117737147Tert-butyl 3-(5-bromo-4-fluoro-2-(6-(N-(isoxazol-3-yl)-N-(4-methoxybenzyl)sulfamoyl)-2-oxoquinolin-1(2H)-yl)phenoxy)pyrrolidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

実験手順

Tert-butyl 3-iodopyrrolidine-1-carboxylate (0.029 g, 0.097 mmol) was added to a solution of 1-(4-bromo-5-fluoro-2-hydroxyphenyl)-N-(isoxazol-3-yl)-N-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-6-sulfonamide (0.058 g, 0.097 mmol) and cesium carbonate (0.063 g, 0.193 mmol) in acetonitrile (0.242 ml) and stirred for 48 hr. The reaction vessel was cooled to room temperature. The reaction mixture was then transferred to a sep. funnel and the aqueous layer was washed 3× with EtOAc. The organic layers were combined, dried with MgSO4, filtered and concentrated to an oil. The crude mixture was taken onward to the next step assuming quantitative yield. m/z (ESI) 670.9 (M+H)+.

後処理

  1. washfunnel and the aqueous layer was washed 3× with EtOAc
  2. dry with materialdried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated to an oil

出典と根拠

ORDレコード
ord-3bd6034c5a5e47f38870889303cbf3ec
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09212182B2

反応ノート

読み込み中…

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