HCID 70268186, compound → HCID 70269208, compound

HRID 2289569Notes

Reaction equation

HRID 2289569 reaction equation
[CH3:1][O:2][C:3]1[CH:50]=[CH:49][C:6]([CH2:7][N:8]2[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:11]([C:18](=[O:48])[C:19]3[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[C:21]([NH:36][C:37](=[O:44])[C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=4)[C:20]=3[N+:45]([O-])=O)[N:10]=[N:9]2)=[CH:5][CH:4]=1>C(O)C.C(OCC)(=O)C.[Pd]>[NH2:45][C:20]1[C:21]([NH:36][C:37](=[O:44])[C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)=[C:22]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:23]=[CH:24][C:19]=1[C:18]([C:11]1[N:10]=[N:9][N:8]([CH2:7][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:50][CH:49]=2)[C:12]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:48]

Participants

5

Reactant 1

HCID 70268186HCID 70268186, compound

Product 1

HCID 70269208HCID 70269208, compoundYield 96%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Ethyl 1-(4-methoxybenzyl)-4-(2-nitro-4-phenylbutoxybenzoylaminobenzoyl)-1,2,3-triazole-5-carboxylate (b-1) (529.5mg, 0.78 mmol) prepared in the step (b) was dissolved in ethanol (8 ml) and ethyl acetate (2 ml), 10% palladium on carbon (53 mg) was added to the solution, and the mixture was stirred at room temperature under a hydrogen atmosphere for two days. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure. The resultant precipitate was collected by filtration to give ethyl 4-(2-amino-4-phenylbutoxybenzoylaminobenzoyl)-1-(4-methoxybenzyl)-1,2,3-triazole-5-carboxylate (c-1) as a yellow oil (484.4 mg, 96%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. filtrationThe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-14d6add0510a45239bac9cdb384b4010
Source dataset
uspto-grants-2000_07
Patent number
US06093714

Reaction notes

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