Water → 3-Chloro-6-(morpholin-4-yl)[1,2,4]triazolo[4,3-b]pyridazine

HRID 633492노트

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HRID 633492 반응식
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Cl:14][C:15]1[N:19]2[N:20]=[C:21](Cl)[CH:22]=[CH:23][C:18]2=[N:17][N:16]=1.O>CN(C)C=O>[Cl:14][C:15]1[N:19]2[N:20]=[C:21]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)[CH:22]=[CH:23][C:18]2=[N:17][N:16]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8083MorpholineHCID 8471TriethylamineHCID 14823463,6-Dichloro[1,2,4]triazolo[4,3-b]pyridazine

생성물 1

HCID 218221903-Chloro-6-(morpholin-4-yl)[1,2,4]triazolo[4,3-b]pyridazine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
20 °C

실험 절차

0.9 cm3 of morpholine and 1.4 cm3 of triethylamine are added to a solution of 1.89 g of commercial 3,6-dichloro[1,2,4]triazolo[4,3-b]pyridazine in 20 cm3 of N,N-dimethylformamide. The reaction is stirred at 20° C. for 19 h. 60 cm3 of water are added and the mixture is extracted with ethyl acetate. The organic phase is washed with water and with brine and then dried over magnesium sulphate and concentrated to dryness, to give a beige solid. The latter is chromatographed by solid deposit on a Merck cartridge of 70 g of silica 15-40 μm, elution being carried out with a gradient of 100% dichloromethane to 95/5 dichloromethane/methanol. 1.97 g of 3-chloro-6-(morpholin-4-yl)[1,2,4]triazolo[4,3-b]pyridazine are obtained in the form of a very pale yellow solid, the characteristics of which are as follows:

후처리

  1. extractionthe mixture is extracted with ethyl acetate
  2. washThe organic phase is washed with water and with brine
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated to dryness
  5. customto give a beige solid
  6. customThe latter is chromatographed by solid deposit on a Merck cartridge of 70 g of silica 15-40 μm, elution

출처 및 근거

ORD 기록
ord-7e8fe54bc17c4655a04c65468be0de71
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321777B2

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