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

HRID 386137노트

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HRID 386137 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 516892Sodium Bicarbonate용매

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온도
130 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0cf307b4e07245a089331605fc50d76d
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

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