Dimethyl Sulfoxide → HCID 11666201, 화합물

HRID 730703

반응식

HRID 730703 반응식
Cl[C:2]1[NH:6][C:5]2[CH:7]=[C:8]([C:11]([F:14])([F:13])[F:12])[CH:9]=[CH:10][C:4]=2[N:3]=1.[NH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.CS(C)=O>O>[N:15]1([C:2]2[NH:6][C:5]3[CH:7]=[C:8]([C:11]([F:14])([F:13])[F:12])[CH:9]=[CH:10][C:4]=3[N:3]=2)[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1

참가 물질

5

반응물 3

HCID 679Dimethyl SulfoxideHCID 4837PiperazineHCID 3379052-chloro-6-(trifluoromethyl)-1H-benzimidazole

생성물 1

HCID 11666201HCID 11666201, 화합물

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2-chloro-6-trifluoromethyl-1H-benzoimidazole (221 mg, 1 mmol, Example 1c), piperazine (172 mg, 2 mmol, Aldrich) and DMSO (2 mL) was stirred at 80° C. for 24 h. The mixture was cooled to room temperature, water (10 mL) was added and the mixture was extracted with EtOAc (2×20 mL). The combined organic phases were washed with water (2×5 mL) and brine (5 mL), dried over Na2SO4, and filtered. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 10% MeOH/CH2Cl2+1% ammonia (30% in water) to give the title compound. MS (ESI, pos. ion) m/z: 271 (M+1).

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. extractionthe mixture was extracted with EtOAc (2×20 mL)
  3. washThe combined organic phases were washed with water (2×5 mL) and brine (5 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customThe solvent was removed in vacuo
  7. customthe residue was purified by silica gel chromatography
  8. washeluting with 10% MeOH/CH2Cl2+1% ammonia (30% in water)

출처 및 근거

ORD 기록
ord-e86feb2cc7564c5fb9120f920da27bee
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582761B2

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