참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ethyl Acetate | HCID 8857 | — |
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | 3-Aminophenylboronic acid hydrochloride | HCID 2763241 | — |
| 반응물 | 6-Bromo-5-chloro-2-methylbenzoxazole | HCID 58487438 | — |
| 촉매 | Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) | HCID 11714597 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 용매 | Hexane | HCID 8058 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 4-(5-Chloro-2-methylbenzoxazol-6-yl)phenylamine | HCID 67467295 | 42% |
반응 단계
A mixture of 6-bromo-5-chloro-2-methylbenzoxazole (54) (160 mg, 0.65 mmol), anilin-5-boronic acid hydrochloride salt (55) (135 mg, 1.2 eq), Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium (II) (A-Phos) (46 mg, 0.1 mmol) and K3PO4 (165 mg) in 2 ml ACN, 2 ml dioxane and 0.5 ml H2O was bubbled with argon before heated at 85° C. for 2 h. After cooling down to r.t., the reaction mixture was taken up in EA, washed with aq. NaHCO3 and brine, dried over Na2SO4, concentrated to dryness. The resulting red solid was dissolved in DCM and subjected to silica gel column purification using 0-60% B (A: hexane; B: 50% EA in hexane) to furnish 70.6 mg 56 as yellow solid (yield: 42%)
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09090612B2 |
|---|
| 출처 데이터셋 | uspto-grants-2015_07 |
|---|
| ORD ID | ord-53731f88552c4116a8b7114a6eab553e |
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| 출처 메모 | uspto-grants-2015_07 |
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