tert-Butyl piperazine-1-carboxylate → HCID 178452257, compound

HRID 624174Notes

Reaction equation

HRID 624174 reaction equation
[N:1]1([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:15]1[NH:19][C:18]2[CH:20]=[CH:21][C:22]([N+:24]([O-:26])=[O:25])=[CH:23][C:17]=2[N:16]=1>C(O)C>[N+:24]([C:22]1[CH:21]=[CH:20][C:18]2[NH:19][C:15]([N:4]3[CH2:5][CH2:6][N:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:2][CH2:3]3)=[N:16][C:17]=2[CH:23]=1)([O-:26])=[O:25]

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 178526482HCID 178526482, compound

Product 1

HCID 178452257HCID 178452257, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
135 °C

Procedure

In a 20 mL sealed tube under nitrogen, a mixture of tert-butyl piperazine-1-carboxylate (0.943 g, 5.06 mmol), 2-chloro-5-nitro-1H-benzo[d]imidazole (0.5 g, 2.53 mmol) and ethanol (9.5 mL) was heated at 135° C. for 2 hours. The reaction was concentrated and the residue was purified by reverse-phase chromatography to provide the title compound.

Workup

  1. customIn a 20 mL sealed tube under nitrogen
  2. concentrationThe reaction was concentrated
  3. customthe residue was purified by reverse-phase chromatography

Sources & evidence

ORD record
ord-a73d37dcd8064ea9bb231b3b5ec35c84
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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