Sodium Acetate → 4-(thiazolo[5,4-b]pyridine-2-yl)-1-(2-chlorophenyl)-5-methyl-1H-[1,2,3]triazole

HRID 601673노트

반응식

HRID 601673 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([CH3:13])=[C:11](I)[N:10]=[N:9]1.[N:15]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[S:17][CH:16]=1.C([O-])(=O)C.[Na+]>CN(C=O)C.O>[N:15]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[S:17][C:16]=1[C:11]1[N:10]=[N:9][N:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[C:12]=1[CH3:13]

참가 물질

6

반응물 3

HCID 517045Sodium AcetateHCID 19831912Thiazolo(5,4-b)pyridineHCID 231582671-(2-Chlorophenyl)-4-iodo-5-methyl-[1,2,3]-triazole

생성물 1

HCID 231581604-(thiazolo[5,4-b]pyridine-2-yl)-1-(2-chlorophenyl)-5-methyl-1H-[1,2,3]triazole수율 8.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
140 °C

실험 절차

Under nitrogen atmosphere, 344 mg of 1-(2-chlorophenyl)-4-iodo-5-methyl-[1,2,3]-triazole and 276 mg of thiazolo(5,4-b)pyridine (B. Stanovnik, Synthesis, 1974, 120) were dissolved in 3 ml of DMF. Then, 100 mg of sodium acetate and 103 mg of Herrman catalyst were added, and the mixture was stirred at 140° C. for 8 hours. After diluting the reaction solution with water, the resultant was extracted with chloroform. Organic layer was washed with saturated saline solution, and dried with anhydrous sodium sulfate. The residues obtained by distilling out the solvents were separated and purified by thin-layer silicagel column chromatography (ethyl acete/hexane=1/1) to obtain 30 mg of the above compound as a white solid.

후처리

  1. extractionthe resultant was extracted with chloroform
  2. washOrganic layer was washed with saturated saline solution
  3. dry with materialdried with anhydrous sodium sulfate
  4. customThe residues obtained
  5. distillationby distilling out the solvents
  6. customwere separated
  7. custompurified by thin-layer silicagel column chromatography (ethyl acete/hexane=1/1)

출처 및 근거

ORD 기록
ord-5b3301b88e2c4c008ac9c0ca8bedb795
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902369B2

반응 노트

불러오는 중…