Sodium Iodide → HCID 22171013、化合物

HRID 1823240ノート

反応式

HRID 1823240 の反応式
[I-:1].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([C:11]2[N:15]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)[N:14]=[C:13]([CH2:24]OS(C)(=O)=O)[CH:12]=2)[CH:7]=[CH:8][C:9]=1[Cl:10]>C1COCC1.C1(C)C=CC=CC=1>[Cl:3][C:4]1[CH:5]=[C:6]([C:11]2[N:15]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)[N:14]=[C:13]([CH2:24][I:1])[CH:12]=2)[CH:7]=[CH:8][C:9]=1[Cl:10]

参加物

4

反応物 2

HCID 5238Sodium IodideHCID 23568903HCID 23568903、化合物

生成物 1

HCID 22171013HCID 22171013、化合物

試薬・触媒・溶媒 1

HCID 22635083Tetrahydrofuran toluene溶媒

反応条件

温度
40 °C

実験手順

Sodium iodide (4.06 kg, 27.1 mol) was added to the THF/toluene solution of methanesulfonic acid 5-(3,4-dichlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-ylmethyl ester (Example 517, 6.32 kg, 14.8 mol). The resulting reaction mixture was heated at 40° C. for 6 h and then allowed to cool to rt overnight. When HPLC analysis indicated the disappearance of the starting material, the reaction was quenched with 28% aq. sodium thiosulfate (6.3 L). The organic layer was washed with sat. aq. NaHCO3 (6.3 L), brine (6.3 L), then dried (MgSO4). After filtration to remove the drying agent, the desired product was obtained in a solution, which was used in the next synthetic step without isolation. Chemical characterization data obtained herein for the title compound is not duplicated in this Example in light of the same data given in Example 1, Step E.

後処理

  1. customThe resulting reaction mixture
  2. temperatureto cool to rt overnight
  3. customthe reaction was quenched with 28% aq. sodium thiosulfate (6.3 L)
  4. washThe organic layer was washed with sat. aq. NaHCO3 (6.3 L), brine (6.3 L)
  5. dry with materialdried (MgSO4)
  6. filtrationAfter filtration
  7. customto remove the drying agent

出典と根拠

ORDレコード
ord-ea55281a710d411e8eea4e86726cc282
出典データセット
uspto-grants-2006_05
特許番号
US07037931B2

反応ノート

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