참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| 반응물 | 3-Bromo-5-chlorophenol | HCID 22630180 | — |
| 반응물 | HCID 178441179 | HCID 178441179 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 생성물 | 3-(5-Amino-3-tert-butyl-pyrazol-1-yl)-5-chloro-phenol | HCID 117729754 | 62% |
반응 단계
A microwave vial containing 3-tert butyl-1h-pyrazol-5-amine (559 mg, 4.02 mmol), Intermediate 62a (1.00 g, 4.82 mmol), copper(I) iodide (38 mg, 0.20 mmol) and potassium carbonate (1.16 g, 8.44 mmol) was repeatedly purged with argon. Trans-N,N′-dimethylcyclohexane-1,2-diamine (126 μL, 0.80 mmol) was added and the mixture was re-purged with argon. Degassed toluene (4 mL) was added and the resulting suspension was stirred and heated at 110° C. for 24 h. The cooled suspension was passed through Celite pad and diluted with water and extracted with EtOAc. The combined organics were dried and concentrated in vacuo. The residue was purified by FCC, using 0-50% EtOAc in cyclohexane, to give the title compound (620 mg, 62%). LCMS (Method 3): Rt 3.13 min, m/z 266 [MH+].
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09181242B2 |
|---|
| 출처 데이터셋 | uspto-grants-2015_11 |
|---|
| ORD ID | ord-ee0ba75a78b24892b192b3399fccf60f |
|---|
| 출처 메모 | uspto-grants-2015_11 |
|---|
