Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Oxalyl chloride → 2-Oxo-3-thiophen-2-yl-1,2-dihydro-quinoxaline-6-carbaldehyde
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Oxalyl chloride | HCID 65578 | — |
| 반응물 | 6-Hydroxymethyl-3-thiophen-2-yl-1H-quinoxalin-2-one | HCID 21083665 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 생성물 | 2-Oxo-3-thiophen-2-yl-1,2-dihydro-quinoxaline-6-carbaldehyde | HCID 21083645 | — |
| 생성물 | 6-Piperidin-1-ylmethyl-3-thiophen-2-yl-1H-quinoxalin-2-one | HCID 21083672 | — |
반응 단계
The quinoxalin-2-one of the present example is prepared first via Swern oxidation with DMSO and (COCl)2 of 6-Hydroxymethyl-3-thiophen-2-yl-1H-quinoxalin-2-one to form 2-Oxo-3-thiophen-2-yl-1,2-dihydro-quinoxaline-6-carbaldehyde. The 6-carboxaldehyde compound then undergoes reductive amination with piperidine in acetonitrile in the presence of NaCNBH3 and acetic acid to afford, after an aqueous workup and purification, 6-Piperidin-1-ylmethyl-3-thiophen-2-yl-1H-quinoxalin-2-one.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08236807B2 |
| 출처 데이터셋 | uspto-grants-2012_08 |
| ORD ID | ord-33235b909b014dd1a0f6971bd1dcdb45 |
| 출처 메모 | uspto-grants-2012_08 |