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Triethylamine → trans-N-{[2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methyl}cyclopropanecarboxamide

HRID 1639875
ノート
印刷プレビュー

反応式

HRID 1639875 の反応式
[CH3:1][C:2]1[CH:15]=[C:5]2[C:6]([C@@H:10]3[CH2:12][C@H:11]3[CH2:13][NH2:14])=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.C(N(CC)CC)C.[CH:23]1([C:26](Cl)=[O:27])[CH2:25][CH2:24]1>O1CCCC1.C(=O)([O-])O.[Na+]>[CH3:1][C:2]1[CH:15]=[C:5]2[C:6]([C@@H:10]3[CH2:12][C@H:11]3[CH2:13][NH:14][C:26]([CH:23]3[CH2:25][CH2:24]3)=[O:27])=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 59334541trans-1-[2-(2-Methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methanamine

生成物 1

HCID 59334617trans-N-{[2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methyl}cyclopropanecarboxamide収率 65%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒
HCID 516892
Sodium Bicarbonate
溶媒

実験手順

To a solution of trans-1-[2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methanamine (100 mg, 0.497 mmol) and triethylamine (83.2 μL, 0.596 mmol) in tetrahydrofuran (5 mL) was added cyclopropanecarbonyl chloride (49.6 μL, 0.547 mmol) under ice-cooling, and the mixture was stirred under ice-cooling for 10 min. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=35/65→90/10) to give the title compound (87.0 mg, yield 65%).

後処理

  1. temperaturecooling
  2. temperaturecooling for 10 min
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=35/65→90/10)

出典と根拠

ORDレコード
ord-46fec7153f0d4a71a792e162382c9303
出典データセット
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08110585B2

反応ノート

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