2-Carbomethoxypyridine → Pyridine-2-carbonyl cyanide

HRID 1695191Notes

Reaction equation

HRID 1695191 reaction equation
[NH2:1][C:2]1C=CNN=1.COC(=O)C1C=CC(OCC2CC2)=C(Cl)C=1.CO[C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=1)=[O:26]>>[O:26]=[C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=1)[C:2]#[N:1]

Participants

4

Reactant 3

HCID 755692-CarbomethoxypyridineHCID 67015924HCID 67015924, compoundHCID 178418806HCID 178418806, compound

Product 1

HCID 13111406Pyridine-2-carbonyl cyanideYield 69%

Procedure

The product was prepared according to the general procedure for aminopyrazole synthesis (route A1) from pyridine-2-carboxylic acid methyl ester (3.0 g, 21.9 mmol, 1.0 eq). The crude was precipitated from HCl to give the title product as a solid (2.2 g, yield: 69%) which was used directly for the next step.

Workup

  1. customThe product was prepared
  2. customThe crude was precipitated from HCl

Sources & evidence

ORD record
ord-8270d9723ff84f818045659c2539cfe3
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

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