HCID 86592941, compound → HCID 178442286, compound

HRID 1587442Notes

Reaction equation

HRID 1587442 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][CH3:4].N=[C:20](CCCC)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]([CH3:17])([CH3:16])[CH3:18])=[O:13])[N:6]=1)[CH2:2][CH2:3][CH2:4][CH3:20]

Participants

4

Reactant 2

HCID 86592941HCID 86592941, compoundHCID 178441731HCID 178441731, compound

Product 1

HCID 178442286HCID 178442286, 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 14.3 g (100 mmol) of ethyl iminocaproate [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-pentyl-3-tertbutoxycarbonylaminomethyl-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-abe137e55c714b4eb690989200bbf6f2
Source dataset
uspto-grants-1993_06
Patent number
US05217985

Reaction notes

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