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5-Ethyl-2-methylpyridine → 3-(4-cyano-5-ethylsulfonylamino-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

HRID 2270422
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HRID 2270422 반응식
Br[C:2]1[C:7]([NH:8][S:9]([CH2:12][CH3:13])(=[O:11])=[O:10])=[CH:6][C:5]([N:14]2[C:19](=[O:20])[CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[N:16]([CH3:25])[C:15]2=[O:26])=[C:4]([F:27])[CH:3]=1.[C-]#N.[Na+].C(C1C=C[C:36](C)=[N:37]C=1)C>[Cl-].[Zn+2].[Cl-].C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:36]([C:2]1[C:7]([NH:8][S:9]([CH2:12][CH3:13])(=[O:11])=[O:10])=[CH:6][C:5]([N:14]2[C:19](=[O:20])[CH:18]=[C:17]([C:21]([F:22])([F:23])[F:24])[N:16]([CH3:25])[C:15]2=[O:26])=[C:4]([F:27])[CH:3]=1)#[N:37]
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참가 물질

6

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HCID 77285-Ethyl-2-methylpyridineHCID 8929Sodium CyanideHCID 108744063-(4-bromo-5-ethylsulfonylamino-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)pyrimidinedione

생성물 1

HCID 110910773-(4-cyano-5-ethylsulfonylamino-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione수율 90%

시약·촉매·용매 2

HCID 3007855
Zincchloride
촉매
HCID 178418397HCID 178418397, 화합물촉매

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온도
120 °C

실험 절차

1.2 g (2.5 mmol) of 3-(4-bromo-5-ethylsulfonylamino-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)pyrimidinedione, 0.15 g of sodium cyanide and 0.04 g of zinc chloride were added to 5 ml of 5-ethyl-2-picoline and the mixture was stirred at 120° C. under an argon atmosphere for 1 hour. Next, 0.6 g of tetrakis(triphenylphosphine)palladium was added to the mixture, which was then heated with stirring for 10 hours. After the reaction was completed, the title compound was obtained with a yield of 90% as determined by the internal standard method in liquid chromatography.

후처리

  1. temperaturewas then heated
  2. stirringwith stirring for 10 hours

출처 및 근거

ORD 기록
ord-d449805504fe487589eb35effe714105
출처 데이터셋
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06331628B1

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