Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1H-Pyrazole-4-carboxaldehyde, 3,5-dimethyl-1-phenyl- → 3'-(3,4-Dichloro-phenyl)-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl hydrochloride
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1H-Pyrazole-4-carboxaldehyde, 3,5-dimethyl-1-phenyl- | HCID 89179 | — |
| 반응물 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 반응물 | 3'-(3,4-dichloro-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl | HCID 68594305 | — |
| 용매 | 1,2-Dichloroethane | HCID 11 | — |
| 생성물 | 3'-(3,4-Dichloro-phenyl)-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl hydrochloride | HCID 68596117 | 33.6% |
반응 단계
Combine 3′-(3,4-dichloro-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (0.0590 g, 0.191 mmol) and 3,5-dimethyl-1-phenyl-1H-pyrazole-4-carbaldehyde (0.0592 gm, 0.300 mmol) in DCE (5 mL), stir 10 min, and add sodium triacetoxyborohydride (0.838 gm, 0.400 mmol). Stir at ambient temperature for 44 hr. and purify by SCX chromatography, followed by silica gel chromatography, eluting with 0-50% THF in hexanes to give the free base of the title compound (0.017 gm, 18%). Convert the free base to the hydrochloride salt by addition of 0.17 mL of a 0.2 M solution of ammonium chloride in methanol to give the title compound (0.017 gm). MS (ES+) m/z: 494 [M+H]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08202873B2 |
| 출처 데이터셋 | uspto-grants-2012_06 |
| ORD ID | ord-1638c9380f334d96a17b6826c6f41a77 |
| 출처 메모 | uspto-grants-2012_06 |