4-[3-(2-Amino-phenylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester → 4-[3-(1H-Benzoimidazol-2-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

HRID 2047369Notes

Reaction equation

HRID 2047369 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20](=O)[NH:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[NH2:28])[CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)(=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[NH:28][C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=4[N:21]=3)[CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 686708464-[3-(2-Amino-phenylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 595680504-[3-(1H-Benzoimidazol-2-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl esterYield 79%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 4-[3-(2-amino-phenylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (1.20 g, 3.03 mmol) in acetic acid (12 mL) was heated overnight at 55° C., then the solvent was removed under reduced pressure. The solid obtained was triturated with Et2O to afford the title compound as a white solid (0.90 g, 79%) without further purification.

Workup

  1. customthe solvent was removed under reduced pressure
  2. customThe solid obtained
  3. customwas triturated with Et2O

Sources & evidence

ORD record
ord-72f1ea88a3034c51a6dcbfb7ea6e5942
Source dataset
uspto-grants-2013_11
Patent number
US08592463B2

Reaction notes

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