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Tetrahydrofuran → HCID 59255162、化合物

HRID 640407
ノート
印刷プレビュー

反応式

HRID 640407 の反応式
O1CCCC1.[C:6]([C:8]1[C:9]([NH2:15])=[N:10][C:11]([NH2:14])=[CH:12][CH:13]=1)#[CH:7].[F:16][C:17]1[CH:18]=[C:19]([CH:32]=[CH:33][CH:34]=1)[O:20][C:21]1[N:26]=[CH:25][C:24]([CH2:27][C:28](Cl)=[N:29][OH:30])=[CH:23][CH:22]=1.C(N(CC)CC)C>O>[F:16][C:17]1[CH:18]=[C:19]([CH:32]=[CH:33][CH:34]=1)[O:20][C:21]1[N:26]=[CH:25][C:24]([CH2:27][C:28]2[CH:7]=[C:6]([C:8]3[C:9]([NH2:15])=[N:10][C:11]([NH2:14])=[CH:12][CH:13]=3)[O:30][N:29]=2)=[CH:23][CH:22]=1
参加物反応条件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 8028TetrahydrofuranHCID 8471TriethylamineHCID 552816763-Ethynylpyridine-2,6-diamineHCID 72262903(6-(3-Fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chloride

生成物 1

HCID 59255162HCID 59255162、化合物収率 95.4%

試薬・触媒・溶媒 1

HCID 962Water
溶媒

反応条件

温度
50 °C

実験手順

To a tetrahydrofuran (2 mL) solution of 3-ethynyl-pyridin-2,6-diamine (10 mg, 75 μmol) described in Manufacturing Example 13-1-3 and (6-(3-fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chloride (42 mg, 0.15 mmol) described in Manufacturing Example 71-1-4 was added triethylamine (21 μL, 0.15 mmol), which was stirred for 1 hour at 50° C. under nitrogen atmosphere. Water was added at room temperature to the reaction mixture at room temperature, which was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (ethyl acetate:methanol=20:1) to obtain the title compound (27 mg, 95%).

後処理

  1. extractionwhich was extracted with ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under a reduced pressure
  7. customthe residue was purified by NH silica gel column chromatography (ethyl acetate:methanol=20:1)

出典と根拠

ORDレコード
ord-b8512e8973924ffa84d8fdaef33e5b86
出典データセット
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07691882B2

反応ノート

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