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Hydrochloric Acid → (E)-N-(1-methyl-1H-indol-3-ylmethyl)-N-methyl-3-(6-amino-7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide

HRID 1362149
ノート
印刷プレビュー

反応式

HRID 1362149 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][N:12]([CH3:42])[C:13](=[O:41])/[CH:14]=[CH:15]/[C:16]2[CH:17]=[N:18][C:19]3[NH:20][C:21](=[O:40])[CH:22]([N:26]=C(C4C=CC=CC=4)C4C=CC=CC=4)[CH2:23][C:24]=3[CH:25]=2)=[CH:3]1.Cl.[OH-].[Na+]>O1CCOCC1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][N:12]([CH3:42])[C:13](=[O:41])/[CH:14]=[CH:15]/[C:16]2[CH:17]=[N:18][C:19]3[NH:20][C:21](=[O:40])[CH:22]([NH2:26])[CH2:23][C:24]=3[CH:25]=2)=[CH: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 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23574461(E)-N-(1-methyl-1H-indol-3-ylmethyl)-N-methyl-3-[6-(benzhydrylideneamino)-7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylamide

生成物 1

HCID 10340289(E)-N-(1-methyl-1H-indol-3-ylmethyl)-N-methyl-3-(6-amino-7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide収率 71%

試薬・触媒・溶媒 1

HCID 31275
1,4-Dioxane
溶媒

実験手順

To a suspension of (E)-N-(1-methyl-1H-indol-3-ylmethyl)-N-methyl-3-[6-(benzhydrylideneamino)-7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylamide (0.5 g, 0.9 mmole) in dioxane (15 mL) was added 1 N HCl (10 mL) with stirring at RT. After approximately 5 min the suspension cleared up then gradually reformed. After stirring for 1 h the reaction was neutralized with 1 N NaOH (10 mL) and concentrated to near dryness under vacuum. The resulting suspension was diluted with H2O (20 mL) and filtered, and the solid was rinsed with cold H2O and dried under vacuum. The slightly pinkish solid was triturated with Et2O, filtered, and dried under vacuum to give the title compound (248 mg, 71%) as an off-white solid: MS (ES) m/e 390.4 (M+H)+.

後処理

  1. stirringAfter stirring for 1 h the reaction
  2. concentrationconcentrated
  3. additionThe resulting suspension was diluted with H2O (20 mL)
  4. filtrationfiltered
  5. washthe solid was rinsed with cold H2O
  6. customdried under vacuum
  7. customThe slightly pinkish solid was triturated with Et2O
  8. filtrationfiltered
  9. customdried under vacuum

出典と根拠

ORDレコード
ord-a54351551b78443a9a838de9408ef3f7
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07879872B2

反応ノート

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