Acetic Acid → HCID 58316762、化合物

HRID 1187281ノート

反応式

HRID 1187281 の反応式
[Cl:1][C:2]1[C:3]([NH2:11])=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.C(O)(=O)C.C([BH3-])#N.[Na+].[CH:20]1([CH:23]=O)[CH2:22][CH2:21]1>C(O)C>[Cl:1][C:2]1[C:3]([NH:11][CH2:23][CH:20]2[CH2:22][CH2:21]2)=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 123114CyclopropanecarboxaldehydeHCID 5003444Sodium cyanoborohydrideHCID 260764515-Chloro-1H-pyrrolo[2,3-b]pyridin-4-amine

生成物 1

HCID 58316762HCID 58316762、化合物収率 69%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In a round bottom flask, 5-chloro-1H-pyrrolo[2,3-b]pyridin-4-ylamine (22, 0.21 g, 1.25 mmol) is combined with 3.5 mL of ethanol, acetic acid (0.38 g, 6.25 mmol), silica bound sodium cyanoborohydride (1.1 g, 1.02 mmol), and cyclopropanecarbaldehyde (23, 0.26 g, 4 mmol). The reaction mixture was stirred over night at room temperature, heated up to 145° C. until the reaction was complete, filtered, concentrated, and purified by flash chromatography to provide compound as a solid (24, 0.191 g; yield=69%).

後処理

  1. temperatureheated up to 145° C. until the reaction
  2. filtrationfiltered
  3. concentrationconcentrated
  4. custompurified by flash chromatography

出典と根拠

ORDレコード
ord-2388f06458044909afcd41a050baa81d
出典データセット
uspto-grants-2014_03
特許番号
US08673928B2

反応ノート

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