5-硝基-2-(吡咯烷-1-基)吡啶 → 3-胺基-(吡咯烷-1-基)吡啶

HRID 413269

反应方程式

HRID 413269 反应方程式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[N:8][CH:9]=1)([O-])=O.C([O-])=O.[NH4+].Cl.CCOCC>CO.[OH-].[Pd+2].[OH-]>[N:10]1([C:7]2[N:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)[CH2:14][CH2:13][CH2:12][CH2:11]1

参与物

6

反应物 3

HCID 3168235-硝基-2-(吡咯烷-1-基)吡啶HCID 2723923甲酸铵HCID 10953452Ether hydrochloride

产物 1

HCID 38991723-胺基-(吡咯烷-1-基)吡啶

试剂、催化剂与溶剂 2

HCID 9942167氢氧化钯催化剂HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮溶剂

实验过程

Combine 5-nitro-2-pyrrolidin-1-yl-pyridine (5.6 g, 29 mmol), palladium hydroxide (1.96 g, 35 wt. %), ammonium formate (9.1 g, 145 mmol), 1N HCl/Et2O (41 ml), in methanol (289 ml) and stir. Heat reaction mixture to reflux for 1 hour. Cool reaction mixture and add carbon to decolorize. Filter the solution through celite, add 50 ml of saturated NaHCO3, and evaporate in vacuo to remove the methanol and ether. Extract the residue 3 times into CH2Cl2 from saturated NaHCO3, dry over Na2SO4, and evaporate in vacuo to obtain 6-pyrrolidin-1-yl-pyridin-3-ylamine. Mass spec.: M+1=164 (AP+).

后处理

  1. temperatureHeat
  2. customreaction mixture
  3. temperatureto reflux for 1 hour
  4. temperatureCool
  5. customreaction mixture
  6. additionadd carbon
  7. filtrationFilter the solution through celite
  8. additionadd 50 ml of saturated NaHCO3
  9. customevaporate in vacuo
  10. customto remove the methanol and ether
  11. extractionExtract the residue 3 times into CH2Cl2 from saturated NaHCO3
  12. dry with materialdry over Na2SO4
  13. customevaporate in vacuo

来源与证据

ORD记录
ord-0ab3b78f69d34acba908fdf85c00aa0c
来源数据集
uspto-grants-2003_05
专利号
US06566367B2

关联笔记

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