반응식
Br[C:2]1[CH:3]=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.CC([O-])(C)C.[K+].C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1.[F:62][C:63]1[CH:68]=[CH:67][C:66]([NH:69][CH3:70])=[CH:65][CH:64]=1>CN(C=O)C.CC([O-])=O.CC([O-])=O.[Pd+2]>[F:62][C:63]1[CH:68]=[CH:67][C:66]([N:69]([CH3:70])[C:2]2[CH:7]=[N:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=2)=[CH:65][CH:64]=1참가 물질
실험 절차
According to Scheme 22 Method B: To a mixture of 5-bromo-2-methoxypyridine (1 eq, 1.06 mmol, 0.14 mL), KOtBu (1.5 eq, 1.60 mmol, 0.18 g), Pd(OAc)2 (0.02 eq, 21 μmol, 48 mg), BINAP (0.04 eq, 42 μmol, 26 mg) in degassed DMF (1.5 mL) was added 4-fluoro-N-methylbenzenamine (1.2 eq, 1.28 mmol, 0.14 mL). The reaction mixture was microwaved at 130° C. for 5 min. The reaction mixture was quenched with water and the aqueous phase was extracted with AcOEt. The organic fraction washed brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (AIT Flashsmart prepacked column 15 g SiO2, CH2Cl2/AcOEt 90/10) to afford N-(4-fluorophenyl)-6-methoxy-N-methylpyridin-3-amine (0.08 mmol, 20 mg, 8%) as a yellow oil.
후처리
- customThe reaction mixture was microwaved at 130° C. for 5 min
- customThe reaction mixture was quenched with water
- extractionthe aqueous phase was extracted with AcOEt
- washThe organic fraction washed brine
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe crude product was purified by silica gel chromatography (AIT Flashsmart prepacked column 15 g SiO2, CH2Cl2/AcOEt 90/10)
출처 및 근거
- ORD 기록
- ord-0ac0dac57ae7483bb5880c6c3bad3dc0
- 출처 데이터셋
- uspto-grants-2013_03
- 특허 번호
- US08399493B2
연결된 노트
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