2-Pyridinemethanamine → HCID 86742156, compound

HRID 1252373Notes

Reaction equation

HRID 1252373 reaction equation
O=C(C(=O)C)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[NH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1>C(#N)C>[CH3:18][C:13]1[NH:14][CH:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[N:11]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:12]=1

Participants

4

Reactant 2

HCID 195092-PyridinemethanamineHCID 12260829Ethyl 2,3-dioxobutanoate

Product 1

HCID 86742156HCID 86742156, compoundYield 106.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 23.8 g of 2,3-dioxobutyric acid, ethyl ester, (Z)-2-oxime, 18 g of 2-aminomethyl pyridine and 250 ml of acetonitrile was refluxed for 7 hours and then stored at -10° C. overnight. The solid was collected, giving 20.68 g of 5-methyl-2-(2-pyridinyl)-1H-imidazole-3-carboxylic acid, ethyl ester.

Workup

  1. temperaturewas refluxed for 7 hours
  2. customThe solid was collected

Sources & evidence

ORD record
ord-7492aeaa95e2494e88ee1e2c521bf10c
Source dataset
uspto-grants-1988_05
Patent number
US04743586

Reaction notes

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