Ethanol → HCID 21997466, compound

HRID 1977280Notes

Reaction equation

HRID 1977280 reaction equation
[N:1]1([C:7]2[CH:16]=[CH:15][C:10]([C:11](OC)=[O:12])=[CH:9][N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(O)C.O1CCCC1.O.[NH2:26][NH2:27]>O>[N:1]1([C:7]2[CH:16]=[CH:15][C:10]([C:11]([NH:26][NH2:27])=[O:12])=[CH:9][N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 24654Hydrazine hydrate (1:1)2×HCID 2794747methyl 6-piperidinonicotinate

Product 1

HCID 21997466HCID 21997466, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of methyl 6-(1-piperidyl)nicotinate (5.00 g) in a mixed solvent of ethanol (25 ml) and tetrahydrofuran (10 ml) was added hydrazine monohydrate (11.0 ml). The solution was refluxed for 6 hours, during which period additional hydrazine monohydrate (11.0 ml) was added to the mixture. After cooling to ambient temperature, the reaction mixture was added to water (100 ml) and then stirred for 20 minutes at ambient temperature. The resulting precipitates were filtered, washed with water, and dried to give 6-(1-piperidyl)nicotinoylhydrazine (3.44 g), as a white solid.

Workup

  1. additionwas added to the mixture
  2. customThe resulting precipitates
  3. filtrationwere filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-8829e9ea712b409a95b9c2ab8c8665d9
Source dataset
uspto-grants-2001_05
Patent number
US06232290B1

Reaction notes

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