5-Nitro-2-(1-pyrrolidinyl)pyridine → 6-(Pyrrolidin-1-yl)pyridin-3-amine

HRID 496287

反応式

HRID 496287 の反応式
[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

参加物

6

反応物 3

HCID 3168235-Nitro-2-(1-pyrrolidinyl)pyridineHCID 2723923Ammonium formateHCID 10953452Ether hydrochloride

生成物 1

HCID 38991726-(Pyrrolidin-1-yl)pyridin-3-amine

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

実験手順

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+). C. 1′-(6-pyrrolidin-pyridin-3-yl-carbamoyl)-spiroisobenzofuran-1,4′4′-piperidine

後処理

  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

出典と根拠

ORDレコード
ord-69a7d6497e5342bc8579c11c76c8a5b4
出典データセット
uspto-grants-2005_09
特許番号
US06943199B2

関連ノート

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