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Water → (4Z)-6-bromo-4-[[[3-hydroxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]methylamino]methylidene]isoquinoline-1,3-dione

HRID 2236624
ノート
印刷プレビュー

反応式

HRID 2236624 の反応式
[NH2:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:10][CH2:11][CH2:12][N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[C:7]([OH:9])[CH:8]=1.C(N(CC)CC)C.[Br:25][C:26]1[CH:27]=[C:28]2[C:33](=[CH:34][CH:35]=1)[C:32](=[O:36])[NH:31][C:30](=[O:37])/[C:29]/2=[CH:38]/OC.O>CN(C)C=O>[Br:25][C:26]1[CH:27]=[C:28]2[C:33](=[CH:34][CH:35]=1)[C:32](=[O:36])[NH:31][C:30](=[O:37])/[C:29]/2=[CH:38]\[NH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:10][CH2:11][CH2:12][N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[C:7]([OH:9])[CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 592998755-Aminomethyl-2-(2-pyrrolidin-1-yl-ethoxy)-phenolHCID 68692760(E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione

生成物 1

HCID 178518273(4Z)-6-bromo-4-[[[3-hydroxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]methylamino]methylidene]isoquinoline-1,3-dione収率 66.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

An amount of 33.5 mg (0.142 mmol) of 5-Aminomethyl-2-(2-pyrrolidin-1-yl-ethoxy)-phenol, is dissolved in N,N-dimethylformamide (2 ML). 30 μl (0.213 mmol) of triethylamine is added followed by 20 mg (0.071 mmol) of (4E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione. After the mixture is stirred at room temperature for 30 min, water (2 mL) is added and the reaction mixture is stirred for 60 min. The precipitate is filtered and washed several times with anhydrous ether. The crude solid is then purified by high performance liquid chromatography to give 23 mg of a yellow solid. MS (ESI) m/z 486.3 (M+1).

後処理

  1. stirringthe reaction mixture is stirred for 60 min
  2. filtrationThe precipitate is filtered
  3. washwashed several times with anhydrous ether
  4. customThe crude solid is then purified by high performance liquid chromatography

出典と根拠

ORDレコード
ord-2586240e61844c80a7de342dfc656ae6
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07713994B2

反応ノート

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