Triethylamine → (rac)-N-[1-(5-Bromo-pyridin-3-yl)-ethyl]-propionamide

HRID 1774852ノート

反応式

HRID 1774852 の反応式
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[Br:6][C:7]1[CH:8]=[C:9]([CH:13]([NH2:15])[CH3:14])[CH:10]=[N:11][CH:12]=1.CCN(CC)CC>C(Cl)Cl>[Br:6][C:7]1[CH:8]=[C:9]([CH:13]([NH:15][C:1](=[O:4])[CH2:2][CH3:3])[CH3:14])[CH:10]=[N:11][CH:12]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 710996741-(5-Bromopyridin-3-yl)ethan-1-amine

生成物 1

HCID 89439879(rac)-N-[1-(5-Bromo-pyridin-3-yl)-ethyl]-propionamide収率 78%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

At 0° C., propionyl chloride (138 mg, 1.5 mmol) was added dropwise to a solution of (rac)-1-(5-bromo-pyridin-3-yl)-ethylamine (201 mg, 1 mmol) and Et3N (153 mg, 1.5 mmol) in DCM (10 mL). The reaction mixture was stirred at room temperature for 1 hour before it was concentrated to dryness. The residue was redissolved in EtOAc and washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography to give the title compound (200 mg, 78%).

後処理

  1. concentrationwas concentrated to dryness
  2. dissolutionThe residue was redissolved in EtOAc
  3. washwashed with water and brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by flash column chromatography

出典と根拠

ORDレコード
ord-b4ce180973d04490a28b06c64ad1ea69
出典データセット
uspto-grants-2016_02
特許番号
US09260408B2

反応ノート

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