Potassium Carbonate → HCID 70978503, 화합물

HRID 1852267노트

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HRID 1852267 반응식
Cl[N:2]1[CH:11]=[C:10]([Cl:12])[C:9]2[C:4](=[CH:5][C:6]([O:13][CH3:14])=[CH:7][CH:8]=2)[CH2:3]1.[F:15][C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][C:21]=1[O:22][CH:23]([CH3:25])[CH3:24].C([O-])([O-])=O.[K+].[K+]>O1CCOCC1.O>[Cl:12][C:10]1[C:9]2[C:4](=[CH:5][C:6]([O:13][CH3:14])=[CH:7][CH:8]=2)[CH2:3][N:2]([C:18]2[CH:19]=[CH:20][C:21]([O:22][CH:23]([CH3:24])[CH3:25])=[C:16]([F:15])[CH:17]=2)[CH:11]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 162171983-Fluoro-4-isopropoxyphenylboronic acidHCID 86683275HCID 86683275, 화합물

생성물 1

HCID 70978503HCID 70978503, 화합물수율 54%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

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온도
90 °C

실험 절차

To a solution of 2,4-dichloro-7-methoxyisoquinolin (0.25 g, 1.1 mmol), 3-Fluoro-4-isopropoxyphenylboronic acid (0.21 g, 1.1 mmol) in 1,4-Dioxane (5 ml) and water (1 ml) was added K2CO3 (0.3 g, 2.2 mmol). The reaction mass was degasified for 20 min. Pd (Ph3P)4 (0.06 g, 0.05 mmol) was added to the above reaction mass and degasified again for 5 min at room temperature. The reaction vessel (Pressure tube) was sealed and heated at 90° C. for 18 h. The reaction mass was evaporated under reduced pressure. The residue was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and evaporated under reduced pressure to get crude compound. The crude compound was purified by silica gel chromatography to get desired compound (0.2 g, 54%) as white solid. 1H NMR (400 MHz, CHLOROFORM-d): δ ppm 8.08 (d, J=9.26 Hz, 1H) 7.93 (dd, J=12.51, 2.25 Hz, 1H) 7.80 (dt, J=8.50, 1.00 Hz, 1H) 7.74 (s, 1H) 7.45 (d, J=2.50 Hz, 1H) 7.09 (t, J=8.50 Hz, 1H), 3.99 (s, 3H), 3.95 (m, 1H), 1.41 (d, J=6.25 Hz, 6H).

후처리

  1. waitdegasified again for 5 min at room temperature
  2. customThe reaction vessel (Pressure tube) was sealed
  3. customThe reaction mass was evaporated under reduced pressure
  4. additionThe residue was diluted with water
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic layer was dried over anhydrous Na2SO4
  7. customevaporated under reduced pressure
  8. customto get crude compound
  9. customThe crude compound was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-4b88d6ae07d640828eadf22c6aeb8b59
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957203B2

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