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

HRID 2112819노트

반응식

HRID 2112819 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-1b8b9590f43a45e79841eccd17cf8b5f
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07524862B2

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