참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Oxazole | HCID 9255 | — |
| 반응물 | Methyl 3-iodo-5-{[methyl(propyl)amino]carbonyl}benzoate | HCID 21086185 | — |
| 반응물 | Butyllithium | HCID 178418339 | — |
| 촉매 | Zincchloride | HCID 3007855 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | N-Methyl-5-oxazol-2-yl-N-propyl-isophthalamic acid methyl ester | HCID 68816107 | 82% |
반응 단계
Add n-butyllithium (1.6 M in hexanes, 1.25 mL, 2.01 mmol) dropwise to a solution of oxazole (126 mg, 1.83 mmol) in THF (12.6 mL) at −78° C. Stir for 30 min at −78° C. and add a solution of zinc chloride (747 mg, 5.49 mmol) in diethyl ether (5.5 mL) and stir at 0° C. for 1 h. Add a solution of 5-iodo-N-methyl-N-propyl-isophthalamic acid methyl ester (330 mg, 0.91 mmol) in THF (5.1 mL) followed by tetrakis(triphenylphosphine)palladium (0) (105 mg, 0.091 mmol) and heat to reflux for 30 min. Add ethyl acetate (40 mL), wash with water (2×20 mL), dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 50:50 ethyl acetate:hexane) to give the title compound (225 mg, 82%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US07585885B2 |
|---|
| 출처 데이터셋 | uspto-grants-2009_09 |
|---|
| ORD ID | ord-212d4cacf3a84ebda025b0d1763030c4 |
|---|
| 출처 메모 | uspto-grants-2009_09 |
|---|
