Potassium Carbonate → 3-Chloro-6-(oxetan-2-ylmethoxy)[1,2,4]triazolo[4,3-b]pyridazine

HRID 1035771노트

반응식

HRID 1035771 반응식
[Cl:1][C:2]1[N:6]2[N:7]=[C:8](Cl)[CH:9]=[CH:10][C:5]2=[N:4][N:3]=1.[OH:12][CH2:13][CH:14]1[CH2:17][CH2:16][O:15]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:1][C:2]1[N:6]2[N:7]=[C:8]([O:12][CH2:13][CH:14]3[CH2:17][CH2:16][O:15]3)[CH:9]=[CH:10][C:5]2=[N:4][N:3]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 14823463,6-Dichloro[1,2,4]triazolo[4,3-b]pyridazineHCID 12284142(Oxetan-2-yl)methanol

생성물 1

HCID 675245803-Chloro-6-(oxetan-2-ylmethoxy)[1,2,4]triazolo[4,3-b]pyridazine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

a mixture of 756 mg of commercial 3,6-dichloro[1,2,4]triazolo[4,3-b]pyridazine, 0.352 cm3 of 2-hydroxymethyloxetane and 552 mg of potassium carbonate in 8 cm3 of N,N-dimethylformamide is heated at 100° C. for 6 h and then stirred at 20° C. overnight. The reaction medium is concentrated to dryness under vacuum. The residue obtained is purified by chromatography on a Merck cartridge of 25 g of silica 15-40 μm by solid deposit, elution being carried out with a dichloromethane/methanol gradient of 100/0 to 97/03. 701 mg of 3-chloro-6-(oxetan-2-ylmethoxy)[1,2,4]triazolo[4,3-b]pyridazine are thus obtained in the form of a beige solid, the characteristics of which are as follows:

후처리

  1. concentrationThe reaction medium is concentrated to dryness under vacuum
  2. customThe residue obtained
  3. customis purified by chromatography on a Merck cartridge of 25 g of silica 15-40 μm by solid deposit, elution

출처 및 근거

ORD 기록
ord-cc74e0c1a8164150b7df1e5b327a5ee6
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546393B2

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