N-Hydroxysuccinimide → N-(4-Methoxy-phenyl)-N-(succinimidyl-oxycarbonyl-propyl-sulfonyl)-thieno[2,3-b]quinoline-4-carboxamide

HRID 641141ノート

反応式

HRID 641141 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]([S:25]([CH2:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])(=[O:27])=[O:26])[C:10]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=[C:14]3[S:22][CH:23]=[CH:24][C:13]=23)=[O:11])=[CH:5][CH:4]=1.O1CCN(CC[N+]#[C-])CC1.O[N:45]1[C:49](=[O:50])[CH2:48][CH2:47][C:46]1=[O:51]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]([S:25]([CH2:28][CH2:29][CH2:30][C:31]([O:33][N:45]2[C:49](=[O:50])[CH2:48][CH2:47][C:46]2=[O:51])=[O:32])(=[O:26])=[O:27])[C:10]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=[C:14]3[S:22][CH:23]=[CH:24][C:13]=23)=[O:11])=[CH:7][CH:8]=1

参加物

4

反応物 3

HCID 80170N-HydroxysuccinimideHCID 27594344-(2-Isocyanoethyl)morpholineHCID 68637627N-(4-Methoxy-phenyl)-N-(carboxypropyl-sulfonyl)-thieno[2,3-b]quinoline-4-carboxamide

生成物 1

HCID 86607522N-(4-Methoxy-phenyl)-N-(succinimidyl-oxycarbonyl-propyl-sulfonyl)-thieno[2,3-b]quinoline-4-carboxamide収率 107.5%

実験手順

A mixture of 66 mg (0.12 mmol) N-(4-Methoxy-phenyl)-N-(carboxypropyl-sulfonyl)-thieno[2,3-b]quinoline-4-carboxamide 17, 25 μl (0.17 mmol) 2-Morpholino-ethyl-isocyanide (MEI) and 21 mg (0.17 mmol) N-Hydroxysuccinimide (HOSu) was stirred overnight at room temperature. The solvent was removed under vacuum and the oily residue was purified by silica gel column chromatography (eluent: methylene chloride/acetone 9:1+0.1% acetic acid). The appropriate fractions were combined and evaporated to yield 75 mg of 18.

後処理

  1. customThe solvent was removed under vacuum
  2. customthe oily residue was purified by silica gel column chromatography (eluent: methylene chloride/acetone 9:1+0.1% acetic acid)
  3. customevaporated

出典と根拠

ORDレコード
ord-577e719816694efea57b62b8871923ab
出典データセット
uspto-grants-2010_04
特許番号
US07695980B2

反応ノート

読み込み中…