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Water → 7-pyridin-3-yl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine

HRID 1943704
ノート
印刷プレビュー

反応式

HRID 1943704 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:17]=[N:16][C:10]3[O:11][CH2:12][C:13](=O)[NH:14][C:9]=3[CH:8]=2)[CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:17]=[N:16][C:10]3[O:11][CH2:12][CH2:13][NH:14][C:9]=3[CH:8]=2)[CH:2]=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 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 669367477-pyridin-3-yl-1H-pyrido[2,3-b][1,4]oxazin-2-one

生成物 1

HCID 669368927-pyridin-3-yl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine収率 53.3%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒
2 回

実験手順

7-pyridin-3-yl-1H-pyrido[2,3-b][1,4]oxazin-2-one (60 mg, 0.264 mmol) was dissolved in 4 ml of anhydrous tetrahydrofuran under nitrogen atmosphere, and the mixture was cooled to 0□, and 1.0M Lithium aluminum hydride dissolved in tetrahydrofuran (0.7 ml, 0.704 mmol) was added thereto dropwise at room temperature for 5 hours. To the reaction mixture, water (0.3 ml), 10% sodium hydroxide (0.6 ml) and water (0.9 ml) were added dropwise in this order, and then stirred vigorously at room temperature for 1 hour. The formed solid was filtered and washed with excess ethyl acetate. The filtrate was washed with water and saturated saline solution, dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure to obtain 7-pyridin-3-yl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine as white solid (30 mg, 53%).

後処理

  1. additionwas added
  2. filtrationThe formed solid was filtered
  3. washwashed with excess ethyl acetate
  4. washThe filtrate was washed with water and saturated saline solution
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-03b2d08e267e4f238b59d3b8037c19ec
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08394792B2

反応ノート

読み込み中…

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