Cesium carbonate → HCID 59526288, 화합물

HRID 386112

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HRID 386112 반응식
Br[C:2]1[N:7]=[C:6]([Br:8])[CH:5]=[CH:4][N:3]=1.[CH3:9][N:10]([CH3:15])[S:11]([NH2:14])(=[O:13])=[O:12].C(=O)([O-])[O-].[Cs+].[Cs+].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].O1CCOCC1>[Br:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:14][S:11]([N:10]([CH3:15])[CH3:9])(=[O:13])=[O:12])[N:7]=1

참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 134472N,N-DimethylsulfamideHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 149763012,4-Dibromopyrimidine

생성물 1

HCID 59526288HCID 59526288, 화합물

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

2,4-Dibromopyrimidine (0.50 g, 2.11 mmol), N,N-dimethylsulfamide (0.26 mg, 2.11 mmol), cesium carbonate (2.75 g, 8.44 mmol), Pd2(dba)3 (0.10 mg, 0.11 mmol), and Xantphos (0.18 mg, 0.32 mmol) were placed in a flask. Dioxane (24 mL) was added and argon was bubbled through the solution for several minutes. The reaction was then heated at 100° C. overnight. The reaction was cooled to ambient temperature, diluted with ethyl acetate, washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered and concentrated. Reverse phase HPLC was used for purification to yield the title compound.

후처리

  1. customargon was bubbled through the solution for several minutes
  2. temperatureThe reaction was cooled to ambient temperature
  3. additiondiluted with ethyl acetate
  4. washwashed with saturated sodium bicarbonate
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customReverse phase HPLC was used for purification

출처 및 근거

ORD 기록
ord-e19c56592412448cb3a2c0c46f28c929
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

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