반응식
Br[C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Br:10])[C:3]=1[CH:4]=[O:5].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.C([O-])([O-])=O.[Cs+].[Cs+].[OH:59][C:60]([C:63]1[CH:64]=[C:65]2[C:70](=[CH:71][CH:72]=1)[C:69](=[O:73])[NH:68][CH2:67][CH2:66]2)([CH3:62])[CH3:61]>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].O>[Br:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:2]([N:68]2[CH2:67][CH2:66][C:65]3[C:70](=[CH:71][CH:72]=[C:63]([C:60]([OH:59])([CH3:61])[CH3:62])[CH:64]=3)[C:69]2=[O:73])[C:3]=1[CH:4]=[O:5]참가 물질
8
반응물 4
생성물 1
시약·촉매·용매 3
실험 절차
To a mixture of 2,6-dibromo-benzaldehyde (1.60 g, 6.06 mmol), Pd2(dba)3 (222 mg, 0.243 mmol), xantphos (210 mg, 0.364 mmol), and Cs2CO3 (2.77 g, 8.49 mmol) in dioxane (60 ml) under argon was added 6-(1-hydroxy-1-methyl-ethyl)-3,4-dihydro-2H-isoquinolin-1-one (US2009/0306041) (995 mg, 4.85 mmol). The resulting mixture was refluxed overnight. After cooling down to r.t., water was added, and the mixture was extracted three times with EtOAc. The combined organic layers were dried, filtered, and evaporated to dryness. The crude product was purified by flash chromatography (silica gel, cyclohexane/EtOAC gradient) to yield Intermediate 42.
후처리
- temperatureThe resulting mixture was refluxed overnight
- extractionthe mixture was extracted three times with EtOAc
- customThe combined organic layers were dried
- filtrationfiltered
- customevaporated to dryness
- customThe crude product was purified by flash chromatography (silica gel, cyclohexane/EtOAC gradient)
출처 및 근거
- ORD 기록
- ord-90af4d69beb0411eb58739cf642e7ca0
- 출처 데이터셋
- uspto-grants-2016_01
- 특허 번호
- US09233111B2
연결된 노트
불러오는 중…