Water → N1-(2-Fluoroethyl)-5-[(2-amino-4-pyridyl)oxy]-1H-1-indolecarboxamide

HRID 1010217ノート

反応式

HRID 1010217 の反応式
[H-].[Na+].[NH2:3][C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][CH:15]=[CH:14]3)[CH:7]=[CH:6][N:5]=1.[F:20][CH2:21][CH2:22][NH:23][C:24](=O)[O:25]C1C=CC=CC=1.O>CN(C)C=O>[F:20][CH2:21][CH2:22][NH:23][C:24]([N:16]1[C:17]2[C:13](=[CH:12][C:11]([O:10][C:8]3[CH:7]=[CH:6][N:5]=[C:4]([NH2:3])[CH:9]=3)=[CH:19][CH:18]=2)[CH:14]=[CH:15]1)=[O:25]

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 219493654-(1H-5-indolyloxy)-2-pyridinamineHCID 22936733Phenyl (2-fluoroethyl)carbamate

生成物 1

HCID 58931263N1-(2-Fluoroethyl)-5-[(2-amino-4-pyridyl)oxy]-1H-1-indolecarboxamide収率 69.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride (60% in oil) (360 mg) was added to a solution of 2.0 g of 5-[(2-amino-4-pyridyl)oxy]-1H-indole in 30 ml of dimethylformamide at room temperature. After stirring for 5 minutes, the mixture was placed in an ice bath and 1.8 g of phenyl N-(2-fluoroethyl)carbamate was added while cooling. The mixture was returned to room temperature and stirred for 30 minutes, after which water was added and extraction was performed with ethyl acetate. The extract was passed through a glass filter coated with silica gel. The ethyl acetate layer was washed once with sodium bicarbonate water and dried over magnesium sulfate. The drying agent was filtered off to obtain 1.93 g of a faint brown powder.

後処理

  1. customthe mixture was placed in an ice bath
  2. temperaturewhile cooling
  3. customwas returned to room temperature
  4. stirringstirred for 30 minutes
  5. extractionextraction
  6. filtrationfilter
  7. washThe ethyl acetate layer was washed once with sodium bicarbonate water
  8. dry with materialdried over magnesium sulfate
  9. filtrationThe drying agent was filtered off

出典と根拠

ORDレコード
ord-5e3cca4589234c0b9fb216cf0efc5d1b
出典データセット
uspto-grants-2011_07
特許番号
US07973160B2

反応ノート

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