HCID 12642259, compound → HCID 178440131, compound

HRID 719551Notes

Reaction equation

HRID 719551 reaction equation
[CH2:1]([C:5]1[NH:9][N:8]=[C:7]([CH2:10][NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[N:6]=1)[CH2:2][CH2:3]C.N=C(CC)C(OCC)=O>CO>[CH2:1]([C:5]1[NH:9][N:8]=[C:7]([CH2:10][NH:11][C:12]([O:14][C:15]([CH3:16])([CH3:18])[CH3:17])=[O:13])[N:6]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 12642259HCID 12642259, compoundHCID 178441731HCID 178441731, compound

Product 1

HCID 178440131HCID 178440131, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under nitrogen, a solution of 18.9 g (100 mmol) of N-Boc glycine hydrazide (from step 2 of Example 3) in 100 mL of methanol is treated with 11.5 g (100 mmol) of ethyl iminobutyrate [P. Reynaud and R. C. Moreau, Bull. Soc. Chim. France, 2997 (1964)]. The reaction is stirred at reflux overnight and concentrated in vacuo. Purification by silica gel chromatography (Waters Prep-500A) gives 5-propyl-3-tert-butoxycarbonylaminomethyl-1H-1,2,4-triazole.

Workup

  1. temperatureat reflux overnight
  2. concentrationconcentrated in vacuo
  3. customPurification by silica gel chromatography (Waters Prep-500A)

Sources & evidence

ORD record
ord-e70a072439d94f21b45873661df60afb
Source dataset
uspto-grants-2006_11
Patent number
US07132437B2

Reaction notes

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