Cesium carbonate → 5-(2,4-Difluorophenoxy)-1-isobutyl-6-oxiranylmethoxy-1H-indazole

HRID 909194

反応式

HRID 909194 の反応式
[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[OH:14])[N:10]([CH2:15][CH:16]([CH3:18])[CH3:17])[N:9]=[CH:8]2.C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:31][CH:32]1[CH2:34][O:33]1>CC(N(C)C)=O.CCOCC.O>[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[O:14][CH2:31][CH:32]1[CH2:34][O:33]1)[N:10]([CH2:15][CH:16]([CH3:18])[CH3:17])[N:9]=[CH:8]2

参加物

7

反応物 3

HCID 10796Cesium carbonateHCID 18430EpibromohydrinHCID 1361636625-(2,4-difluorophenoxy)-1-isobutyl-1H-indazol-6-ol

生成物 1

HCID 865944235-(2,4-Difluorophenoxy)-1-isobutyl-6-oxiranylmethoxy-1H-indazole収率 77%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 31374Dimethylacetamide溶媒

実験手順

To a solution of 5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazol-6-ol (0.15 g, 0.47 mmol) in DMA (5 mL) was added Cs2CO3 (0.46 g, 1.41 mmol). After stirring the mixture for 3 hours, 2-bromomethyloxirane (0.13 g, 0.94 mmol) was added and the resulting mixture was stirred at room temperature for 16 hours. The mixture was diluted with ether and water and the layers were separated. The aqueous layer was extracted with ether (3×) and the combined organic layers were washed with water and brine, and dried over Na2SO4. The crude product was concentrated under reduced pressure and used in the next reaction without further purification (0.135 g, 77% yield).

後処理

  1. stirringthe resulting mixture was stirred at room temperature for 16 hours
  2. customthe layers were separated
  3. extractionThe aqueous layer was extracted with ether (3×)
  4. washthe combined organic layers were washed with water and brine
  5. dry with materialdried over Na2SO4
  6. concentrationThe crude product was concentrated under reduced pressure
  7. customused in the next reaction without further purification (0.135 g, 77% yield)

出典と根拠

ORDレコード
ord-087766101ac54eff8edeac4b5f2ab924
出典データセット
uspto-grants-2011_09
特許番号
US08017641B2

関連ノート

読み込み中…