1-Propanol → 2-Amino-5-(6-piperidin-1-ylpyridin-3-yl)thiophene-3-carboxamide

HRID 386137ノート

反応式

HRID 386137 の反応式
[NH2:1][C:2]1[S:3][C:4]([C:9]2[CH:10]=[N:11][C:12]([N:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]3)=[CH:13][CH:14]=2)=[CH:5][C:6]=1[C:7]#[N:8].C([OH:24])CC.[OH-].[Na+]>C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>[NH2:1][C:2]1[S:3][C:4]([C:9]2[CH:10]=[N:11][C:12]([N:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]3)=[CH:13][CH:14]=2)=[CH:5][C:6]=1[C:7]([NH2:8])=[O:24]

参加物

6

反応物 3

HCID 10311-PropanolHCID 14798Sodium HydroxideHCID 686708422-Amino-5-(6-piperidin-1-ylpyridin-3-yl)thiophene-3-carbonitrile

生成物 1

HCID 595260802-Amino-5-(6-piperidin-1-ylpyridin-3-yl)thiophene-3-carboxamide

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
130 °C

実験手順

Into a microwave vial was added 2-amino-5-(6-piperidin-1-ylpyridin-3-yl)thiophene-3-carbonitrile (225 mg, 0.79 mmol), 1-propanol (6.2 ml), and 25% sodium hydroxide (1.8 ml) and the mixture was heated in the microwave to 130° C. for 30 min. The reaction mixture was diluted with ethyl acetate and sodium bicarbonate to neutralize, extracted with ethyl acetate (3×100 mL), dried over magnesium sulfate, filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate/methanol to afford the title compound as a solid.

後処理

  1. extractionextracted with ethyl acetate (3×100 mL)
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel
  6. washeluting with ethyl acetate/methanol

出典と根拠

ORDレコード
ord-0cf307b4e07245a089331605fc50d76d
出典データセット
uspto-grants-2013_02
特許番号
US08367706B2

反応ノート

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