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Dimethylformamide → 2-(D-Alanylmethyl)-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one

HRID 1900772
ノート
印刷プレビュー

反応式

HRID 1900772 の反応式
C(NCCC(N[CH2:17][CH:18]1[O:32][C:21]2=[C:22]3[C:27](=[C:28]([CH3:30])[CH:29]=[C:20]2[CH2:19]1)[NH:26][C:25](=[O:31])[CH:24]=[CH:23]3)=O)(OCC1C=CC=CC=1)=O.[H][H].[CH3:35]O.C[CH2:38][O:39]CC.C[N:43]([CH3:46])C=O>CO.[Pd]>[NH2:43][C@@H:46]([C:38]([CH2:17][CH:18]1[O:32][C:21]2=[C:22]3[C:27](=[C:28]([CH3:30])[CH:29]=[C:20]2[CH2:19]1)[NH:26][C:25](=[O:31])[CH:24]=[CH:23]3)=[O:39])[CH3:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 21864698Diethyl ether methanolHCID 678009322-(Carbobenzyloxy-beta-alanyl]aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-oneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 228670612-(D-Alanylmethyl)-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one収率 88.8%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 887Methanol溶媒

実験手順

2-(Carbobenzyloxy-β-alanyl]aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (2.61 g, 6.00 mmol) was dissolved in dimethylformamide (200 ml). To the obtained solution, 10% palladium-on-carbon (2.61 g) was added, followed by stirring at room temperature for 5 hours in the atmosphere of hydrogen. The reaction mixture was filtered, and the filtrate was condensed under reduced pressure. The resultant residue was dissolved in methanol (50 ml). To the obtained solution, 1.37 N-HCl--methanol (4.82 ml) was added at room temperature, followed by being submitted to a recrystallizing procedure using methanol ether to obtain 1.80 g of the title compound as pale yellow powdery crystals (88.8%).

後処理

  1. filtrationThe reaction mixture was filtered
  2. customcondensed under reduced pressure

出典と根拠

ORDレコード
ord-024c217bf1f7489b8a443e7808699a76
出典データセット
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05576324

反応ノート

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