Triethylamine → 6-Bromo-4-methyl-2-(4-methylpiperidin-1-yl)quinoline

HRID 2112819ノート

反応式

HRID 2112819 の反応式
[CH3:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(N(CC)CC)C.[Br:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[N:22]=[C:21](Cl)[CH:20]=[C:19]2[CH3:27]>O1CCOCC1>[Br:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[N:22]=[C:21]([N:5]1[CH2:6][CH2:7][CH:2]([CH3:1])[CH2:3][CH2:4]1)[CH:20]=[C:19]2[CH3:27]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 693814-MethylpiperidineHCID 47381436-Bromo-2-chloro-4-methylquinoline

生成物 1

HCID 690634506-Bromo-4-methyl-2-(4-methylpiperidin-1-yl)quinoline

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

0.24 mL (2.0 mmol) of 4-methylpiperidine and 0.28 mL (2.0 mmol) of triethylamine are added to a solution of 0.51 g (2.0 mmol) of 6-bromo-2-chloro-4-methylquinoline in 15 mL of 1,4-dioxane and the reaction mixture is refluxed overnight. After cooling, the precipitate is filtered off, the filtrate is evaporated down, the residue is combined with acetonitrile and MTBE, filtered to remove insoluble ingredients, and the filtrate is evaporated down again. Yield: 0.69 g (100% of theoretical); C16H19BrN2 (M=319.240); calc.: molpeak (M+H)+: 319/321 (Br); found: molpeak (M+H)+: 319/321 (Br); HPLC-MS: 4.7 min (method B).

後処理

  1. temperaturethe reaction mixture is refluxed overnight
  2. temperatureAfter cooling
  3. filtrationthe precipitate is filtered off
  4. customthe filtrate is evaporated down
  5. filtrationfiltered
  6. customto remove insoluble ingredients
  7. customthe filtrate is evaporated down again
  8. custom4.7 min (method B)

出典と根拠

ORDレコード
ord-1b8b9590f43a45e79841eccd17cf8b5f
出典データセット
uspto-grants-2009_04
特許番号
US07524862B2

反応ノート

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