Sodium Iodide → HCID 66955311、化合物

HRID 1697879ノート

反応式

HRID 1697879 の反応式
[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]

参加物

7

反応物 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

生成物 1

HCID 66955311HCID 66955311、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1c9f760ceda04b98bd92d2452c3fb0b3
出典データセット
uspto-grants-2012_04
特許番号
US08163929B2

反応ノート

読み込み中…