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3-Amino-1-propanol → 2-methylpropan-2-yl 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-[(3-hydroxypropyl)amino]benzoate

HRID 1877497
ノート
印刷プレビュー

反応式

HRID 1877497 の反応式
C(=O)([O-])[O-].[K+].[K+].[NH2:7][CH2:8][CH2:9][CH2:10][OH:11].[C:12]([C:14]1[N:19]=[CH:18][C:17]([C:20]2[C:32]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]([C:33]4[CH:45]=[CH:44][C:36]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])=[C:35](F)[CH:34]=4)[C:24]=3[CH:23]=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)#[N:13]>CS(C)=O.O>[C:12]([C:14]1[N:19]=[CH:18][C:17]([C:20]2[C:32]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]([C:33]4[CH:45]=[CH:44][C:36]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])=[C:35]([NH:7][CH2:8][CH2:9][CH2:10][OH:11])[CH:34]=4)[C:24]=3[CH:23]=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)#[N:13]
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 3

HCID 90863-Amino-1-propanolHCID 11430Potassium CarbonateHCID 583382932-methylpropan-2-yl 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-fluorobenzoate

生成物 1

HCID 673085942-methylpropan-2-yl 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-[(3-hydroxypropyl)amino]benzoate

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒
HCID 962
Water
溶媒

反応条件

温度
90 °C

実験手順

0.9 g of potassium carbonate and 3.3 ml of 3-amino-1-propanol are successively added to a solution of 1 g of 2-methylpropan-2-yl 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-fluorobenzoate, obtained in stage 1 of Example 49, in 8 ml of dimethyl sulphoxide. The reaction mixture is heated at 90° C. for 1 and a half hours in a microwave, and then diluted with distilled water. The aqueous phase is washed twice with ethyl acetate and the combined organic phases are washed with water and a saturated solution of sodium chloride, dried over magnesium sulphate and filtered. The residue is purified by silica gel chromatography, elution being carried out with a mixture of cyclohexane and ethyl acetate (70/30 by volume), so as to give 0.7 g of 2-methylpropan-2-yl 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-[(3-hydroxypropyl)-amino]benzoate in the form of a yellow oil, the characteristics of which are the following:

後処理

  1. washThe aqueous phase is washed twice with ethyl acetate
  2. washthe combined organic phases are washed with water
  3. dry with materiala saturated solution of sodium chloride, dried over magnesium sulphate
  4. filtrationfiltered
  5. customThe residue is purified by silica gel chromatography, elution
  6. additionbeing carried out with a mixture of cyclohexane and ethyl acetate (70/30 by volume)

出典と根拠

ORDレコード
ord-ebb09d27b8ba48459ea290fed688b87f
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08309721B2

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