참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | Sodium Sulfate | HCID 24436 | — |
| 반응물 | 2-(Methoxymethyl)benzeneboronic acid | HCID 3759408 | — |
| 반응물 | (E)-methyl 3-(4-((2-bromo-6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylate | HCID 118574969 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | HCID 118574956 | HCID 118574956 | 79% |
반응 단계
To a solution of (E)-methyl 3-(4-((2-bromo-6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylate (100 mg, 0.238 mmol) in 1,2-dimethoxyethane (3.0 mL) was added (2-(methoxymethyl)phenyl)boronic acid (79 mg, 0.477 mmol). [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (17.5 mg, 0.024 mmol) and Na2CO3 (2.0N aqueous, 0.358 mL, 0.715 mmol). The resulting mixture was subjected to microwave irradiation at 100° C. for 20 min after which time the reaction was diluted with EtOAc, added anhydrous Na2SO4, filtered and concentrated in vacuo. The crude material was purified by column chromatography (SiO2, 0-20% EtOAc/Heptane) to afford (E)-methyl 3-(4-((6-methoxy-2-(2-(methoxymethyl)phenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate (86.6 mg, 0.188 mmol, 79% yield). LC/MS (m/z, M+H2O): 478.0.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09321746B2 |
|---|
| 출처 데이터셋 | uspto-grants-2016_04 |
|---|
| ORD ID | ord-364a5e55c79f427b80549f529f15f9e7 |
|---|
| 출처 메모 | uspto-grants-2016_04 |
|---|
