Triethylamine → 3-(1-Methanesulfonylpiperidin-3-yl)-6-piperidin-1-yl-1,2,4-triazolo[4,3-b]pyridazine

HRID 346503노트

반응식

HRID 346503 반응식
[N:1]1([C:7]2[CH:8]=[CH:9][C:10]3[N:11]([C:13]([CH:16]4[CH2:21][CH2:20][CH2:19][NH:18][CH2:17]4)=[N:14][N:15]=3)[N:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:29][S:30](Cl)(=[O:32])=[O:31]>C(Cl)Cl>[CH3:29][S:30]([N:18]1[CH2:19][CH2:20][CH2:21][CH:16]([C:13]2[N:11]3[N:12]=[C:7]([N:1]4[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]4)[CH:8]=[CH:9][C:10]3=[N:15][N:14]=2)[CH2:17]1)(=[O:32])=[O:31]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 230579466-Piperidin-1-yl-3-piperidin-3-yl-1,2,4-triazolo[4,3-b]pyridazine

생성물 1

HCID 230579623-(1-Methanesulfonylpiperidin-3-yl)-6-piperidin-1-yl-1,2,4-triazolo[4,3-b]pyridazine수율 27%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution mixture of 6-piperidin-1-yl-3-piperidin-3-yl-1,2,4-triazolo[4,3-b]pyridazine (670 mg), triethylamine (360 mg) and methylene chloride (15 ml), methanesulfonyl chloride (320 mg) was added and the mixture was stirred at room temperature for 8 hours. The reaction solution was concentrated under reduced pressure, and the resultant residue was extracted with ethyl acetate. The extract was washed successively with water and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resultant crude crystals were recrystallized from ethanol to obtain 3-(1-methanesulfonylpiperidin-3-yl)-6-piperidin-1-yl-1,2,4-triazolo[4,3-b]pyridazine (230 mg) as colorless crystals.

후처리

  1. additionwas added
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. extractionthe resultant residue was extracted with ethyl acetate
  4. washThe extract was washed successively with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe resultant crude crystals were recrystallized from ethanol

출처 및 근거

ORD 기록
ord-54a8e83216f44d0e9bb2fa0427ef1e2f
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173033B2

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