Potassium Carbonate → 5-(3,4-Dimethoxyphenyl)-4,4-dimethyl-2-(1-{[3-(2,2,2-trifluoroethoxy)phenyl]-carbonyl}piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one

HRID 524224노트

반응식

HRID 524224 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:12]([CH3:33])([CH3:32])[C:13](=[O:31])[N:14]([CH:16]3[CH2:21][CH2:20][N:19]([C:22]([C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([OH:30])[CH:25]=4)=[O:23])[CH2:18][CH2:17]3)[N:15]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(=O)([O-])[O-].[K+].[K+].[F:40][C:41]([F:45])([F:44])[CH2:42]I>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:12]([CH3:33])([CH3:32])[C:13](=[O:31])[N:14]([CH:16]3[CH2:21][CH2:20][N:19]([C:22]([C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH2:42][C:41]([F:45])([F:44])[F:40])[CH:25]=4)=[O:23])[CH2:18][CH2:17]3)[N:15]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 677091,1,1-Trifluoro-2-iodoethaneHCID 462066295-(3,4-Dimethoxyphenyl)-2-{1-[(3-hydroxyphenyl)carbonyl]piperidin-4-yl}-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one

생성물 1

HCID 462027285-(3,4-Dimethoxyphenyl)-4,4-dimethyl-2-(1-{[3-(2,2,2-trifluoroethoxy)phenyl]-carbonyl}piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

0.8 g of 5-(3,4-dimethoxyphenyl)-2-{1-[(3-hydroxyphenyl)carbonyl]piperidin-4-yl}-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one (compound described in example 76) and 0.75 g potassium carbonate are suspended in 10 ml of DMF. 0.4 g of 1,1,1-trifluoro-2-iodoethane are added and the reaction mixture is heated to 100° C. for 8 h until the reaction is completed according to TLC analysis. The solvent is evaporated under reduced pressure, and the remaining residue is taken up in DCM. The organic phase is washed with water, dried over MgSO4, and the solvent is removed under reduced pressure. Purification of the resulting crude product by column chromatography (silica gel and EA/PE/TEA=10:10:1) and by crystallization from diethyl ether yields the title compound.

후처리

  1. customThe solvent is evaporated under reduced pressure
  2. washThe organic phase is washed with water
  3. dry with materialdried over MgSO4
  4. customthe solvent is removed under reduced pressure
  5. customPurification of the resulting crude product by column chromatography (silica gel and EA/PE/TEA=10:10:1)
  6. customby crystallization from diethyl ether

출처 및 근거

ORD 기록
ord-88bf133e6fef4de795f436db6ddd6ae9
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340522B2

반응 노트

불러오는 중…