Sodium Iodide → HCID 66955311、化合物

HRID 539640ノート

反応式

HRID 539640 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.Br[CH2:18][CH2:19][O:20][Si:21]([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:23])[CH3:22].C([O-])([O-])=O.[Cs+].[Cs+].[Na+].[I-]>CN1C(=O)CCC1.CCOC(C)=O>[C:24]([Si:21]([CH3:23])([CH3:22])[O:20][CH2:19][CH2:18][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)([CH3:27])([CH3:26])[CH3:25]

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 10796Cesium carbonateHCID 3608067(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 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 2

HCID 8857Ethyl Acetate溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

A solution of 5-Methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole, 2-bromoethoxy tertbutyldimethylsilane, 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-07441ab4a2eb413e831d70ca22c0bc08
出典データセット
uspto-grants-2014_10
特許番号
US08871760B2

反応ノート

読み込み中…