Dichloromethane → N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(2H)-ylidene]acetamide

HRID 520755ノート

反応式

HRID 520755 の反応式
ClCCl.Cl.[Cl:5][C:6]1[N:11]=[CH:10][C:9]([CH2:12][N:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]2=[NH:19])=[CH:8][CH:7]=1.C(N(CC)CC)C.[C:27](Cl)(=[O:29])[CH3:28]>O>[Cl:5][C:6]1[N:11]=[CH:10][C:9]([CH2:12][N:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]2=[N:19][C:27](=[O:29])[CH3:28])=[CH:8][CH:7]=1

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 866869301-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochloride

生成物 1

HCID 86686933N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(2H)-ylidene]acetamide収率 17%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Anhydrous dichloromethane (20 mL) was added to 118 mg (0.46 mmol) of 1-[(6-chloropyridin-3-yl)methyl]pyridine-2(1H)-imine hydrochloride obtained by the alternative method described in Synthesis Example 14, following which 159 μL (1.16 mmol, 116 mg) of triethylamine and 33 μL of acetyl chloride were added and the mixture was stirred at room temperature for 15 minutes. The reaction was stopped by adding water to the reaction mixture, and liquid-liquid extraction was carried out with chloroform and water. The organic phase was washed with a saturated aqueous solution of ammonium chloride, then concentrated. With the addition of hexane thereto, a solid settled out. The solid was collected by filtration and washed, then thoroughly dried, giving 21 mg of the target compound (yield, 17%).

後処理

  1. customobtained by the alternative method
  2. customdescribed in Synthesis Example 14
  3. additionwere added
  4. extractionto the reaction mixture, and liquid-liquid extraction
  5. washThe organic phase was washed with a saturated aqueous solution of ammonium chloride
  6. concentrationconcentrated
  7. additionWith the addition of hexane
  8. filtrationThe solid was collected by filtration
  9. washwashed
  10. customthoroughly dried

出典と根拠

ORDレコード
ord-29b9c9dc6ba248059537fa55dcf7de68
出典データセット
uspto-grants-2016_05
特許番号
US09328068B2

反応ノート

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