Tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate → HCID 68264555, compound

HRID 715813Notes

Reaction equation

HRID 715813 reaction equation
[CH3:1][C:2]1([CH3:14])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:10]=[N:11][NH:12][CH:13]=2)[O:3]1.O[CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1.C(P(CCCC)(CCCC)=CC#N)CCC>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:14])[C:6]([CH3:7])([CH3:8])[O:5][B:4]([C:9]2[CH:13]=[N:12][N:11]([CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:28])([CH3:30])[CH3:29])=[O:25])[CH2:20][CH2:19]3)[CH:10]=2)[O:3]1

Participants

5

Reactant 3

HCID 735736Tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylateHCID 27740104-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 4622928Cyanomethylenetributylphosphorane

Product 1

HCID 68264555HCID 68264555, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.500 g, 2.58 mmol), tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (0.593 g, 2.58 mmol) and 2-(tributylphosphoranylidene)acetonitrile (0.746 g, 3.09 mmol) were stirred together in toluene (10 ml) at 85° C. overnight. The reaction was concentrated and purified by normal phase chromatography to give the title compound.

Workup

  1. concentrationThe reaction was concentrated
  2. custompurified by normal phase chromatography

Sources & evidence

ORD record
ord-ac557348b7db4883ad2a122514d6e793
Source dataset
uspto-grants-2015_11
Patent number
US09187472B2

Reaction notes

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