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Acetyl chloride → N-(5-Fluoro-2-oxo-2,3-dihydro-1H-indol-6-yl)acetamide

HRID 1811200
ノート
印刷プレビュー

反応式

HRID 1811200 の反応式
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](=CC3NC4CCN(CCN(CC)CC)C(=O)C=4C=3C)[C:7](=[O:11])[NH:8]2)=[CH:4][C:3]=1[F:31].[C:32](Cl)(=[O:34])[CH3:33]>O1CCCC1>[F:31][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:2]=1[NH:1][C:32](=[O:34])[CH3:33])[NH:8][C:7](=[O:11])[CH2:6]2
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

4

反応物 2

HCID 6367Acetyl chlorideHCID 666072882-(6-Amino-5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-diethylamino-ethyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one

生成物 1

HCID 45118150N-(5-Fluoro-2-oxo-2,3-dihydro-1H-indol-6-yl)acetamide収率 100.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A stirred solution of 6-amino-5-fluoro-1,3-dihydro-indol-2-one (1.0 g, 6 mmol) obtained from Example 7 in 30 ml of tetrahydrofuran was added with tirethylamine (1.3 ml, 9 mmol). The solution was cooled down to 0° C. in an ice-water bath and added with acetyl chloride (1.3 ml, 9 mmol) dropwise. Upon the completion of the addition, the resulting mixture was heated to reflux for 1.5 hours and cooled until precipitate was formed. The solid was filtered, washed with water (50 ml×3) and dried in vacuo to give N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-6-yl)-acetamide (1.25 g, 99%) as a white solid.

後処理

  1. additionUpon the completion of the addition
  2. temperaturethe resulting mixture was heated
  3. temperatureto reflux for 1.5 hours
  4. temperaturecooled until precipitate
  5. customwas formed
  6. filtrationThe solid was filtered
  7. washwashed with water (50 ml×3)
  8. customdried in vacuo

出典と根拠

ORDレコード
ord-bd39b971f32e48b8a4a2c7984f460e60
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08362251B2

反応ノート

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