Sodium Acetate → 4-[5-Benzyl-3-(4-chloro-phenyl)-[1,2,4]triazol-1-yl]-6-pyridin-2-yl-[1,3,5]triazin-2-ylamine

HRID 1064538

반응식

HRID 1064538 반응식
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][C:9](=O)[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=S)=[CH:4][CH:3]=1.C([O-])(=O)C.[Na+].C(O)(=O)C.O1CCOCC1.[NH:35]([C:37]1[N:42]=[C:41]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=2)[N:40]=[C:39]([NH2:49])[N:38]=1)[NH2:36]>O>[CH2:10]([C:9]1[N:35]([C:37]2[N:42]=[C:41]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][N:44]=3)[N:40]=[C:39]([NH2:49])[N:38]=2)[N:36]=[C:6]([C:5]2[CH:18]=[CH:19][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:8]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

6

반응물 4

HCID 517045Sodium AcetateHCID 6089524-Hydrazinyl-6-(pyridin-2-yl)-1,3,5-triazin-2-amineHCID 22174859N-(4-chloro-thiobenzoyl)-2-phenyl-acetamideHCID 22565020HOAc dioxane

생성물 1

HCID 221748684-[5-Benzyl-3-(4-chloro-phenyl)-[1,2,4]triazol-1-yl]-6-pyridin-2-yl-[1,3,5]triazin-2-ylamine수율 60%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
90 °C

실험 절차

To a solution of N-(4-chloro-thiobenzoyl)-2-phenyl-acetamide (0.536 g, 1.85 mmol) and sodium acetate (ca. 0.25 g) in 1:1 acetic acid/1,4-dioxane (30 mL) was added 4-hydrazino-6-pyridin-2-yl-[1,3,5]triazin-2-ylamine (0.376 g, 1.85 mmol). The solution was heated to 90° C. and stirred for 15 hours. The reaction mixture was allowed to cool to room temperature, and water (100 mL) was added. The precipitate was removed by filtration, triturated with hot ethanol (300 mL), and dried to provide 0.489 g (60%) of the product as a white solid: 1H NMR (DMSO-d6) δ 8.78 (d, J=4.3 Hz, 1H), 8.32 (d, J=6.1 Hz, 2H), 8.22 (d, J=7.8 Hz, 1H), 8.06 (d, J=8.5 Hz, 2H), 7.96 (dt, J=1.5, 7.8 Hz, 1H), 7.62-7.57 (m, 3H), 7.36-7.26 (m, 2H), 7.24-7.22 (m, 2H), 7.19-7.16 (m, 1H), 4.90 (s, 2H) ppm.

후처리

  1. temperatureto cool to room temperature
  2. customThe precipitate was removed by filtration
  3. customtriturated with hot ethanol (300 mL)
  4. customdried

출처 및 근거

ORD 기록
ord-808abe6902604087a04258269bef1ece
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06969728B2

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