CAS: 65938-77-4; 5-Methyl-2-Pyridinesulfonamide

相似化合物

179400-18-1 63636-89-5 65938-79-6

上下游产品

CAS号1336-21-6 氨水 | CAS号96042-30-7 2-[2-[(E)-2-[4-... | CAS号18368-58-6 5-甲基-2(1H)-吡啶硫酮 | CAS号3510-66-5 2-溴-5-甲基吡啶 | CAS号13598-45-3 hydroxysulfamic acid | CAS号110-18-9 四甲基乙二胺(TEMED) | CAS号7446-09-5 二氧化硫

2-疏基-5-甲基吡啶置于sodium Hydroxide,叔丁醇,Hydroxylamine-O-Sulfonic Acid体系中,用 水 作为反应溶剂,以20.88 Kg的收率获得产物5-甲基-2-吡啶磺酰胺
参考文献:开发用于多公斤生产 5-甲基-2-吡啶磺酰胺的可扩展亲电胺化方案:内皮素受体拮抗剂 Clazosentan 的调节起始材料
标题:开发用于多公斤生产 5-甲基-2-吡啶磺酰胺的可扩展亲电胺化方案:内皮素受体拮抗剂 Clazosentan 的调节起始材料
摘要:5-Mmethyl-2-Pyridinesulfonamide 是内皮素受体拮抗剂 Clazosentan 的调节起始原料.获得关键磺酰胺的原始路线依赖于将相应的苯硫酚转化为中间体磺酰氯,然后用氨水猝灭.然而,该路线遇到了一系列问题,例如总产率低(29%),水性后处理和分离具有挑战性,以及形成具有遗传毒性的氯化苄杂质.因此,我们开发了一种概念上新颖的 5-甲基-2-吡啶磺酰胺生产路线.新工艺依赖于选择性地将苯硫酚氧化成中间体亚磺酸盐,然后用羟胺-O对亲核亚磺酸盐硫原子进行亲电胺化.-磺酸(hosa).该氧化/亲电胺化序列作为"一锅"程序,只需在用 70% 水溶液完全氧化苯硫酚后将 Hosa 添加到反应混合物中即可.t-Buooh.该工艺在氧化步骤,增加反应混合物中 Hosa 的稳定性以及 5-甲基-2-吡啶磺酰胺的最终分离方面进行了广泛优化.新工艺以 22 千克规模进行,以 69% 的总产率和优异的纯度
DOI:10.1021/acs.Oprd.3C00131

专利信息

专利号:US-8399684-B2
优先权日:2007-09-17
标题 :Sulfonamide-based organocatalysts and method for their use
发明人：CARTER RICH GARRETT; YANG HUA
权利人:CARTER RICH GARRETT; YANG HUA; OREGON STATE
摘要:Organocatalysts, particularly proline sulfonamide organocatalysts, having a first general formula as follows are disclosed. n nEmbodiments of a method for using these organocatalysts also are disclosed. The method comprises providing a disclosed organocatalyst, and performing a reaction, often an enantioselective or diastereoselective reaction, using the organocatalyst. Solely by way of example, disclosed catalysts can be used to perform aldol reactions, conjugate additions, Michael additions, Robinson annulations, Mannich reactions, α-aminooxylations, α-hydroxyaminations, α-aminations and alkylation reactions. Certain of such reactions are intramolecular cyclizations used to form cyclic compounds, such as 5-or 6-membered rings, having one or more chiral centers Disclosed organocatalysts generally are much more soluble in typical solvents used for organic synthesis than are known compounds. Moreover, the reaction yield is generally quite good with disclosed compounds, as is their enantioselective and diastereoselective effectiveness.