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Potassium tert-butoxide → HCID 69318521、化合物

HRID 2410346
ノート
印刷プレビュー

反応式

HRID 2410346 の反応式
F[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:9][CH:10]([CH3:12])[CH3:11])[C:3]=1[C:13]([NH:16][CH2:17][CH:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]2([C:31]([O:33][CH3:34])=[O:32])[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[CH2:20][CH2:19]1)=[N:14][OH:15].CC(C)([O-])C.[K+]>CN1CCCC1=O.O>[CH2:9]([O:8][C:4]1[C:3]2[C:13]([NH:16][CH2:17][CH:18]3[CH2:23][CH2:22][N:21]([CH2:24][C:25]4([C:31]([O:33][CH3:34])=[O:32])[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)[CH2:20][CH2:19]3)=[N:14][O:15][C:2]=2[CH:7]=[CH:6][CH:5]=1)[CH:10]([CH3:12])[CH3:11]
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

5

反応物 2

HCID 23665647Potassium tert-butoxideHCID 178498707HCID 178498707、化合物

生成物 1

HCID 69318521HCID 69318521、化合物収率 36.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
100 °C

実験手順

To a solution of methyl 4-{[4-({[(2-fluoro-6-isobutoxyphenyl)(hydroxyimino)methyl]amino}methyl)-piperidin-1-yl]methyl}tetrahydro-2H-pyran-4-carboxylate (0.84 g, 1.8 mmol, EXAMPLE 16, Step 8) in N-methylpyrrolidone (9.0 mL) was added potassium tert-butoxide (0.22 g, 2.0 mmol) at room temperature. The mixture was heated at 100° C. for 5 h and cooled to room temperature. The mixture was diluted with water (50 mL) and extracted with ethyl acetate (50 mL×2) and washed with water (50 mL). The combined extracts were dried over magnesium sulfate and concentrated in vacuo to give an oil. The residual oil was purified by silica gel column chromatography (hexane/ethyl acetate 1:1 to 1:2) to give 0.30 g (36%) of the title compound as a colorless viscous oil.

後処理

  1. temperaturecooled to room temperature
  2. extractionextracted with ethyl acetate (50 mL×2)
  3. washwashed with water (50 mL)
  4. dry with materialThe combined extracts were dried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customto give an oil
  7. customThe residual oil was purified by silica gel column chromatography (hexane/ethyl acetate 1:1 to 1:2)

出典と根拠

ORDレコード
ord-30d7dfc0c2e04ee1921f4e3033d6b54e
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08816090B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート