Potassium Phosphate, Tribasic → 6-Cyclopropyl-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one
반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:12])[CH:11]=1)[C:8](=[O:13])[NH:7][CH2:6][CH2:5]2.C1(P([CH:27]2[CH2:32][CH2:31]CCC2)C2CCCCC2)CCCCC1.C1(B(O)O)CC1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C1(C)C=CC=CC=1.C(OCC)(=O)C.CC([O-])=O.CC([O-])=O.[Pd+2].O>[CH:31]1([C:2]2[CH:3]=[C:4]3[C:9](=[C:10]([F:12])[CH:11]=2)[C:8](=[O:13])[NH:7][CH2:6][CH2:5]3)[CH2:32][CH2:27]1참가 물질
9
반응물 4
생성물 1
시약·촉매·용매 4
반응 조건
- 온도
- 100 °C
실험 절차
To a mixture of 6-bromo-8-fluoro-3,4-dihydro-2H-isoquinolin-1-one (1.6 g, 6.5 mmol), tricyclohexylphosphine (0.182 g, 0.65 mmol) and Pd(OAc)2 (0.072 g, 0.032 mmol) in 15 ml toluene placed under argon in a pressure flask was added cyclopropyl boronic acid (1.12 g, 13 mmol), potassium phosphate (6.9 g, 32.5 mmol) and 1.5 ml water. The flask was sealed and the mixture was heated under stirring for 4 hours at 100° C. After cooling the reaction mixture was diluted with ethyl acetate and the organic phase washed with brine, dried with sodium sulfate and concentrated. The residue was purified by flash chromatography (ethyl acetate) affording 0.93 g (71.5% yield) of I.
후처리
- customplaced under argon in a pressure flask
- customThe flask was sealed
- temperaturethe mixture was heated
- temperatureAfter cooling the reaction mixture
- washthe organic phase washed with brine
- dry with materialdried with sodium sulfate
- concentrationconcentrated
- customThe residue was purified by flash chromatography (ethyl acetate)
출처 및 근거
- ORD 기록
- ord-ba35b7b5d356428ca7a788f395099874
- 출처 데이터셋
- uspto-grants-2012_10
- 특허 번호
- US08299077B2
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