Sodium Iodide → HCID 66955311, 화합물

HRID 1697879노트

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HRID 1697879 반응식
[CH3:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=2)[CH:3]=1.[Si:17](Br)([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18].C([O-])([O-])=O.[Cs+].[Cs+].[Na+].[I-].CN1[C:38](=[O:39])[CH2:37]CC1>CCOC(C)=O>[C:20]([Si:17]([CH3:19])([CH3:18])[O:39][CH2:38][CH2:37][N:6]1[C:2]([CH3:1])=[CH:3][C:4]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=2)=[N:5]1)([CH3:23])([CH3:22])[CH3:21]

참가 물질

7

반응물 5

HCID 5238Sodium IodideHCID 10796Cesium carbonateHCID 13387N-methyl-2-pyrrolidoneHCID 586375Silane, bromo(1,1-dimethylethyl)dimethyl-HCID 593775315-methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole

생성물 1

HCID 66955311HCID 66955311, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A solution of 5-Methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole, tert-butyl-dimethylsilyl bromide, Cs2CO3 and NaI in NMP was heated in a microwave oven at 100° C. for 1 hour, and then cooled to room temperature. The reaction mixture was diluted with EtOAc, washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by “flash chromatography” (0 to 30% EtOAc in hexanes to give 867 mg of 1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole as an oil that also contained 1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methyl-5-(4-methyl-3-nitro-phenyl)-1H-pyrazole as a minor product.

후처리

  1. washwashed with water and brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by “flash chromatography” (0 to 30% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-1c9f760ceda04b98bd92d2452c3fb0b3
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163929B2

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