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Ammonia → 5-Bromo-2-(trifluoromethyl)pyrimidine

HRID 734336
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HRID 734336 반응식
[F-].[K+].[F:3][C:4]([Si](C)(C)C)([F:6])[F:5].[Br:11][C:12]1[CH:13]=[N:14][C:15](I)=[N:16][CH:17]=1.N>CN1C(=O)CCC1.CN(C)C=O>[Br:11][C:12]1[CH:13]=[N:14][C:15]([C:4]([F:6])([F:5])[F:3])=[N:16][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 222AmmoniaHCID 522689Potassium FluorideHCID 552549(Trifluoromethyl)trimethylsilaneHCID 70066515-Bromo-2-iodopyrimidine

생성물 1

HCID 336979635-Bromo-2-(trifluoromethyl)pyrimidine

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 13387
N-methyl-2-pyrrolidone
용매

실험 절차

A mixture of potassium fluoride (1.77 g) and cuprous iodide (5.79 g) was stirred and heated together using a heat gun under vacuum (˜1 mm) for 20 min. After cooling, dimethyl formamide (20 ml) and N-methyl pyrrolidinone (20 ml) were added followed by (trifluoromethyl)trimethylsilane (4.1 ml) and 5-bromo-2-iodopyrimidine (6.5 g). The mixture was stirred at rt for 5 h and then the brown solution was poured into 6N ammonia solution. The product was extracted into ethyl acetate and the extracts were washed with sodium bicarbonate solution and brine and then dried (Na2SO4) and evaporated. Chromatography on silica gel (elution with 20-50% dichloromethane in pentane) gave the title compound (D30) as a white solid (2.4 g). 1H NMR (CDCl3): 8.97 (2H, s).

후처리

  1. temperatureheated together
  2. customfor 20 min
  3. temperatureAfter cooling
  4. stirringThe mixture was stirred at rt for 5 h
  5. extractionThe product was extracted into ethyl acetate
  6. washthe extracts were washed with sodium bicarbonate solution and brine
  7. dry with materialdried (Na2SO4)
  8. customevaporated

출처 및 근거

ORD 기록
ord-8a3c2b0fa54640a5b372585a9998c897
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07592347B2

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