Methyl benzyloxy-5-(2-ethoxy-2-hydroxy-acetyl)-benzoate → Methyl 2-benzyloxy-5-[2-(1,1-dimethyl-3-[1,2,4]triazol-4-yl-propylimino)-acetyl]-benzoate

HRID 1787837Notes

Reaction equation

HRID 1787837 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([C:19](=[O:25])[CH:20](OCC)O)=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:26][C:27]([NH2:36])([CH3:35])[CH2:28][CH2:29][N:30]1[CH:34]=[N:33][N:32]=[CH:31]1>C(O)C>[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([C:19](=[O:25])[CH:20]=[N:36][C:27]([CH3:35])([CH3:26])[CH2:28][CH2:29][N:30]2[CH:31]=[N:32][N:33]=[CH:34]2)=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 68858509Methyl benzyloxy-5-(2-ethoxy-2-hydroxy-acetyl)-benzoateHCID 688797201,1-Dimethyl-3-[1,2,4]triazol-4-yl-propylamine

Product 1

HCID 68877088Methyl 2-benzyloxy-5-[2-(1,1-dimethyl-3-[1,2,4]triazol-4-yl-propylimino)-acetyl]-benzoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

16 g of methyl 2-benzyloxy-5-(2-ethoxy-2-hydroxy-acetyl)-benzoate and 6 g of 1,1-dimethyl-3-[1,2,4]triazol-4-yl-propylamine are heated to 70° C. for one hour in 100 mL ethanol. Then half the solvent is distilled off and the mixture remaining is cooled. The product that crystallises out is suction filtered and washed with ethanol and diethyl ether.

Workup

  1. distillationThen half the solvent is distilled off
  2. temperaturethe mixture remaining is cooled
  3. customThe product that crystallises out is suction
  4. filtrationfiltered
  5. washwashed with ethanol and diethyl ether

Sources & evidence

ORD record
ord-4ab0fe31746f4de89f022f8d6cc85a9d
Source dataset
uspto-grants-2009_03
Patent number
US07511067B2

Reaction notes

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