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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Cesium carbonate → HCID 58541696, 화합물

HRID 600257
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HRID 600257 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[N:14]([CH:15]=2)[CH:13]=[CH:12][S:11]3)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[C:22]1(P(C2C=CC=CC=2)C2C=CC=CC=2)[CH:27]=CC=C[CH:23]=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.CN(C)C=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[N:14]([C:15]=2[C:27]2[CH:22]=[CH:23][N:14]=[C:10]([S:11][CH3:12])[N:9]=2)[CH:13]=[CH:12][S:11]3)=[CH:6][CH:7]=1
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참가 물질

6

반응물 3

HCID 10796Cesium carbonateHCID 11776TriphenylphosphineHCID 8681986-(4-Fluorophenyl)imidazo[2,1-b][1,3]thiazole

생성물 1

HCID 58541696HCID 58541696, 화합물

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

To a mixture of 6-(4-fluorophenyl)-imidazo[2,1-b]thiazole (J) (6.0 g, 27.6 mmol), 4-iodo-2-thiomethylpyrimidine (10.4 g, 41.3 mmol), cesium carbonate (13.4 g, 41.3 mmol), triphenylphosphine (2.88 g, 11 mmol), and palladium acetate (1.22 g, 5.5 mmol) is added anhydrous dimethylformamide (60 mL). The reaction mixture is sealed and shaken at 80° C. for 12 hours. The reaction was quenched by addition of water (200 mL). The aqueous layer is extracted with ethyl acetate (3×100 mL). The organic phase is washed sequentially with water (100 mL) and a saturated aqueous, sodium chloride solution (100 mL). The organic phase is dried over sodium sulfate, filtered, and the solvent evaporated in vacuo. The crude product is purified by silica gel column chromatography, eluting with a gradient of ethyl acetate/hexane (20-30%). After evaporation of the solvent, 6-(4-fluorophenyl)-5-(2-methylsulfanyl-pyrimidin-4-yl)-imidazo[2,1-b]thiazole (K) (Compound CXXXIX, Table 2) is obtained as a white solid (3.5 g, 37%) m.p. 151-152° C.;

후처리

  1. customThe reaction mixture is sealed
  2. customThe reaction was quenched by addition of water (200 mL)
  3. extractionThe aqueous layer is extracted with ethyl acetate (3×100 mL)
  4. washThe organic phase is washed sequentially with water (100 mL)
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent evaporated in vacuo
  8. customThe crude product is purified by silica gel column chromatography
  9. washeluting with a gradient of ethyl acetate/hexane (20-30%)
  10. customAfter evaporation of the solvent

출처 및 근거

ORD 기록
ord-50ce19b79f934a8b8f52a6f55ac7f09f
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07902192B2

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