tert-Butyl piperazine-1-carboxylate → HCID 23085257, compound

HRID 2112922Notes

Reaction equation

HRID 2112922 reaction equation
[CH2:1]([N:5]1[C:9]2[C:10](Cl)=[N:11][CH:12]=[CH:13][C:8]=2[N:7]([CH3:15])[C:6]1=[O:16])[C:2]#[C:3][CH3:4].C(OC([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)=O)(C)(C)C>>[CH2:1]([N:5]1[C:9]2[C:10]([N:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)=[N:11][CH:12]=[CH:13][C:8]=2[N:7]([CH3:15])[C:6]1=[O:16])[C:2]#[C:3][CH3:4]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylate2×HCID 23085260HCID 23085260, compound

Product 1

HCID 23085257HCID 23085257, compoundYield 64.5%

Conditions

Temperature
175 °C

Procedure

3-(2-butynyl)-4-chloro-1-methyl-1,3-dihydroimidazo[4.5-c]pyridin-2-one (0.041 g) and piperazine-1-carboxylic acid t-butyl ester (0.200 g) were heated at 175° C. for four hours under nitrogen atmosphere. Additional piperazine-1-carboxylic acid t-butyl ester (0.200 g) was then added, and this was heated at 175° C. for 16 hours. The residue was purified by reverse phase high performance liquid chromatography to give the title compound (0.032 g).

Workup

  1. customThe residue was purified by reverse phase high performance liquid chromatography

Sources & evidence

ORD record
ord-bc81a32c23c24eff98910cdcfbdd8c76
Source dataset
uspto-grants-2009_04
Patent number
US07524847B2

Reaction notes

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