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

HRID 2118010Notes

Reaction equation

HRID 2118010 reaction equation
O.[NH2:2][NH2:3].C([O:6][C:7]([CH:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[CH2:11][CH2:10]1)=O)C>CC(O)C>[N:12]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[CH2:13][CH2:14][CH:9]([C:7]([NH:2][NH2:3])=[O:6])[CH2:10][CH2:11]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-carbohydrazide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Hydrazine hydrate (61.4 ml, 1.265 mol) was charged to a propan-2-ol solution of 3,4,5,6-Tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid ethyl ester (0.253 mol, 5 ml/g)(see reference Farmaco, 1993, 48(10), 1439), before heating under reflux for 18 hours. The mixture was cooled to room temperature and then to 10° C. and the product, a white solid, was collected by filtration (44.5 g).

Workup

  1. temperaturebefore heating
  2. temperatureunder reflux for 18 hours
  3. filtrationto 10° C. and the product, a white solid, was collected by filtration (44.5 g)

Sources & evidence

ORD record
ord-5246b87f3e164fbb99e392feac9bf614
Source dataset
uspto-grants-2008_10
Patent number
US07442795B2

Reaction notes

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