Sodium Iodide → HCID 22171013, 화합물

HRID 2376256노트

반응식

HRID 2376256 반응식
[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]

참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 23568903HCID 23568903, 화합물

생성물 1

HCID 22171013HCID 22171013, 화합물

시약·촉매·용매 1

HCID 22635083Tetrahydrofuran toluene용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-68820c302e3948b4be2e3f3d4b0c825f
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07465808B2

반응 노트

불러오는 중…