참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Isopropylamine | HCID 6363 | — |
| 반응물 | tert-Butyl acetate | HCID 10908 | — |
| 반응물 | 2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl | HCID 2734217 | — |
| 반응물 | 5-Bromo-8-fluoroisoquinoline | HCID 68756009 | — |
| 반응물 | Butyllithium | HCID 178418339 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | Tert-butyl 2-(8-fluoroisoquinolin-5-yl)acetate | HCID 68758654 | 59.5% |
반응 단계
A 30 mL reaction vial was flame dried and charged with isopropylamine (0.67 mL, 4.8 mmol) in toluene (3 mL). The solution was chilled to 0° C. before a 1.5M solution of nBuLi (4.8 mmol, 3.2 mL) was added. Pd2(dba)3 catalyst (184 mg, 0.2 mmol) was added, followed by ligand 2′-(dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine (160 mg, 0.4 mmol), and t-butylacetate (464 mg, 4 mmol). After 15 min, a toluene (3 mL) solution of 5-bromo-8-fluoroisoquinoline (200 mg, 0.9 mmol) was added. The reaction was stirred for 16 h while warming to 23° C. The crude mixture was purified by column chromatography (3% MeOH/DCM) to give tert-butyl 2-(8-fluoroisoquinolin-5-yl)acetate (140 mg). LCMS showed an m/z of 262.1 with a retention time of 1.469 min, method [1].
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08450363B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_05 |
|---|
| ORD ID | ord-6515b51a2f974875b893cb4fc2f77b61 |
|---|
| 출처 메모 | uspto-grants-2013_05 |
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