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Hydrochloric Acid → 5,7-dimethyl-N-(2,6-difluorophenyl)pyrazolo[1,5-a]pyrimidine-2-sulfonamide

HRID 1493535
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인쇄 미리보기

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HRID 1493535 반응식
C([C:6]1[C:7]([S:17]([NH:20][C:21]2[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=2[F:28])(=[O:19])=[O:18])=[N:8][N:9]2[C:14]([CH3:15])=[CH:13][C:12]([CH3:16])=[N:11][C:10]=12)(OCC)=O.Cl.O>CC(O)=O>[CH3:16][C:12]1[CH:13]=[C:14]([CH3:15])[N:9]2[N:8]=[C:7]([S:17]([NH:20][C:21]3[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=3[F:28])(=[O:18])=[O:19])[CH:6]=[C:10]2[N:11]=1
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참가 물질

5

반응물 3

HCID 313Hydrochloric Acid2회HCID 962Water2회HCID 157254193-carboethoxy-5,7-dimethyl-N-(2,6-difluorophenyl)pyrazolo-[1,5-a]pyrimidine-2-sulfonamide

생성물 1

HCID 157254205,7-dimethyl-N-(2,6-difluorophenyl)pyrazolo[1,5-a]pyrimidine-2-sulfonamide수율 64%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
110 °C

실험 절차

A slurry of 4.8 g (10.8 mmole) of 3-carboethoxy-5,7-dimethyl-N-(2,6-difluorophenyl) pyrazolo-[1,5-a]pyrimidine-2-sulfonamide in 30 ml glacial HOAc was stirred at room temperature with 1 ml concentrated HCl and 3 ml water for 2 hours. The mixture was then heated at 110° C. for 16 hours. A further 1 ml concentrated HCl and 5 ml water were added and the mixture stirred for 16 hours, then cooled to room temperature. The mixture was thrown onto ice and the resultant solid collected by filtration, washed with water and dried to give 2.34 g (64 percent) of the product as a brown powder, m.p. 201°-208° C. An analytical sample was recrystallized from CH3CN/EtOAc/-CH3OH, m.p. 209°-211° C. (dec). 1H NMR (DMSO-d-6): 10.3 (s, 1H, NH), 7.37 (m, 1H, benzene), 7.10 (m including s, 3H, aromatic and H-3 or H-6), 6.82 (s, 1H, H-3 or H-6), 2.63 (s, 3H, CH3), 2.53 (s, 3H, CH3) IR (KBr): 3400, 3050, 2800, 1625, 1600, 1540, 1480, 1430, 1325, 1290, 1240, 1170, 1140, 1000.

후처리

  1. temperaturecooled to room temperature
  2. filtrationthe resultant solid collected by filtration
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-c53dd5da24254d0f9603cce8d6178fe6
출처 데이터셋
uspto-grants-1991_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05021591

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