Hydrazine hydrate (1:1) → HCID 89989137, compound

HRID 1475201Notes

Reaction equation

HRID 1475201 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][N:9]2[C:13]([CH3:14])=[N:12][C:11]([C:15]([O:17]CC)=O)=[N:10]2)[CH:5]=[CH:4][N:3]=1.[NH2:20][NH2:21].O>CO>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][N:9]2[C:13]([CH3:14])=[N:12][C:11]([C:15]([NH:20][NH2:21])=[O:17])=[N:10]2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86711896HCID 86711896, compound

Product 1

HCID 89989137HCID 89989137, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 1-((2-chloropyridin-4-yl)methyl)-5-methyl-1H-1,2,4-triazole-3-carboxylate (218 mg, 0.81 mmol) in MeOH (4.5 mL) was added NH2NH2.H2O (122 μL, 1.22 mmol) and TEA (511 μL, 3.6 mmol). The reaction was allowed to stir overnight at RT. The solvent was then removed under reduced pressure and the crude material was spun down from toluene (3×) to give 1-((2-chloropyridin-4-yl)methyl)-5-methyl-1H-1,2,4-triazole-3-carbohydrazide as a white solid, which was used directly for the next step without further purification. MS (ES+) C10H11ClN6O requires: 266 found: 267[M+H]+.

Workup

  1. customThe solvent was then removed under reduced pressure

Sources & evidence

ORD record
ord-d71d679c435a493ea79e10a75e489d27
Source dataset
uspto-grants-2015_04
Patent number
US09018380B2

Reaction notes

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