Hydrochloric Acid → N-(5,8-Dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidin 2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide

HRID 1391843노트

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HRID 1391843 반응식
[NH2:1][C:2]1[N:10]=[C:9]2[N:4]([C:5]([O:13][CH3:14])=[N:6][CH:7]=[C:8]2[O:11][CH3:12])[N:3]=1.[CH3:15][O:16][C:17]1[C:22]([S:23](Cl)(=[O:25])=[O:24])=[C:21]([C:27]([F:30])([F:29])[F:28])[CH:20]=[CH:19][N:18]=1.N1C=C(C)C=C(C)C=1.Cl>C(#N)C.CS(C)=O>[CH3:14][O:13][C:5]1[N:4]2[N:3]=[C:2]([NH:1][S:23]([C:22]3[C:17]([O:16][CH3:15])=[N:18][CH:19]=[CH:20][C:21]=3[C:27]([F:30])([F:28])[F:29])(=[O:24])=[O:25])[N:10]=[C:9]2[C:8]([O:11][CH3:12])=[CH:7][N:6]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 115653,5-DimethylpyridineHCID 114468885,8-Dimethoxy-[1,2,4]triazolo[1,5-c]pyrimidin-2-amineHCID 185397982-Methoxy-4-(trifluoromethyl)pyridine-3-sulfonyl chloride

생성물 1

HCID 18366179N-(5,8-Dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidin 2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide수율 87.5%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide촉매HCID 6342Acetonitrile용매

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온도
40 °C

실험 절차

2-Amino-5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidine (19.5 g, 0.10 mol) and 2-methoxy-4-(trifluoromethyl)pyridine-3-sulfonyl chloride (27.5 g, 0.10 mol) were combined in acetonitrile (35 mL). To this was added 3,5-lutidine (32 g, 0.30 mol), followed by DMSO (0.23 g, 0.0030 mol). A slight exotherm was noted (to about 30° C.) in the initial hours as the reaction slurry was stirred at ambient conditions for 17 hours. The mixture was then warmed to 40° C. and treated with 2 N HCl (140 mL). The new slurry was stirred while being allowed to cool to room temperature over one hour. The solids were isolated by filtration, washed with water, and dried under vacuum to afford 38 g of product as a solid assaying at 97 wt % (85% yield).

후처리

  1. custom(to about 30° C.)
  2. stirringThe new slurry was stirred
  3. temperatureto cool to room temperature over one hour
  4. customThe solids were isolated by filtration
  5. washwashed with water
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-c1293ec1e7b743d8828d074bf2e05839
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07339058B2

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