Cesium carbonate → 4-Iodo-1-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)-1H-pyrazole

HRID 41510

反応式

HRID 41510 の反応式
Br[CH2:2][CH2:3][O:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][O:6]1.[I:11][C:12]1[CH:13]=[N:14][NH:15][CH:16]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[I:11][C:12]1[CH:13]=[N:14][N:15]([CH2:2][CH2:3][O:4][CH:5]2[CH2:10][CH2:9][CH2:8][CH2:7][O:6]2)[CH:16]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 770224-IodopyrazoleHCID 866212-(2-Bromoethoxy)tetrahydro-2H-pyran

生成物 1

HCID 593418524-Iodo-1-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)-1H-pyrazole

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

In a 1 L 3-neck flask equipped with magnetic stir bar, nitrogen blanket and internal temperature probe dissolve 2-(2-bromoethoxy)tetrahydro-2H-pyran (34 g, 156 mmol) in acetonitrile (ACN, 400 mL). Add 4-iodopyrazole (29.34 g, 149.74 mmol) followed by cesium carbonate (73.4 g, 223.02 mmol). Stir the mixture at RT for 18 hours. Filter the reaction mixture through CELITE®, wash the filter cake with ACN and concentrate the filtrate to a golden oil. Use without further purification. Yield: 47.819 g (99%). MS (ES) m/z 323 [M+1]+.

後処理

  1. customIn a 1 L 3-neck flask equipped with magnetic stir bar
  2. filtrationFilter the reaction mixture through CELITE®
  3. washwash the filter cake with ACN
  4. concentrationconcentrate the filtrate to a golden oil
  5. customUse without further purification

出典と根拠

ORDレコード
ord-f708ee2f6f924ca1876633244f912e04
出典データセット
uspto-grants-2013_09
特許番号
US08530665B2

関連ノート

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