Hydrazine hydrate (1:1) → 1-(Pyridin-2-yl)piperidine-4-carbohydrazide

HRID 2118008Notes

Reaction equation

HRID 2118008 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[CH2:8][CH2:7]1)=O)C.O.[NH2:19][NH2:20]>CO>[N:9]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[CH2:10][CH2:11][CH:6]([C:4]([NH:19][NH2:20])=[O:3])[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 38156184-Piperidinecarboxylic acid, 1-(2-pyridinyl)-, ethyl ester

Product 1

HCID 235440481-(Pyridin-2-yl)piperidine-4-carbohydrazideYield 52.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3,4,5,6-Tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid ethyl ester (1 g, 4.3 mmol)(see reference Farmaco, 1993, 48(10), 1439) was dissolved in methanol (20 ml) containing hydrazine hydrate (620 μl, 20 mmol) and was heated under reflux for 18 hours. The mixture was cooled to room temperature and evaporated under reduced pressure. The solid formed was triturated with propan-2-ol to give the title compound as a white solid (493 mg).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. customevaporated under reduced pressure
  4. customThe solid formed
  5. customwas triturated with propan-2-ol

Sources & evidence

ORD record
ord-bbea2483ae5e46019d518874b8363182
Source dataset
uspto-grants-2008_10
Patent number
US07442795B2

Reaction notes

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