1,4-Dioxane hydrochloride → 5-Benzyl-4-methyl-2-(piperazin-1-yl)pyrimidine

HRID 522684Notes

Reaction equation

HRID 522684 reaction equation
[CH2:1]([C:8]1[C:9]([CH3:27])=[N:10][C:11]([N:14]2[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]2)=[N:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O1CCOCC1>O1CCOCC1>[CH2:1]([C:8]1[C:9]([CH3:27])=[N:10][C:11]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[N:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 118022982Tert-butyl 4-(5-benzyl-4-methylpyrimidin-2-yl)piperazine-1-carboxylate

Product 1

HCID 1180230635-Benzyl-4-methyl-2-(piperazin-1-yl)pyrimidine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl 4-(5-benzyl-4-methylpyrimidin-2-yl)piperazine-1-carboxylate (250 mg, 0.68 mmol) in dioxane (2 mL) was added 4 M HCl-dioxane (2 mL). The reaction mixture was stirred at RT for 2 h and then concentrated to afford crude 5-benzyl-4-methyl-2-(piperazin-1-yl)pyrimidine. MS (ES+) C16H20N4 requires: 268, found: 269 [M+H]+.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-cb189dbdbde84694887c905b8efe76c6
Source dataset
uspto-grants-2016_05
Patent number
US09334263B2

Reaction notes

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