1-Methylpiperazine → 2-(4-Methylpiperazin-1-yl)pyrimidin-4-amine

HRID 1396904Notes

Reaction equation

HRID 1396904 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1.[CH3:9][N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>CN(C)C=O>[CH3:9][N:10]1[CH2:15][CH2:14][N:13]([C:2]2[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=2)[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 3457522-Chloro-4-aminopyrimidine

Product 1

HCID 457897022-(4-Methylpiperazin-1-yl)pyrimidin-4-amineYield 67%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
220 °C

Procedure

A mixture of 2-chloro-4-pyrimidinamine (300 mg, 2.316 mmol) and 1-methylpiperazine (771 μl, 6.95 mmol) in N,N-dimethylformamide (DMF) (3 ml) was heated to 220° C. via a microwave reactor for 60 min. The reaction was purified by RP-HPLC to yield 2-(4-methyl-1-piperazinyl)-4-pyrimidinamine (300 mg, 1.552 mmol, 67% yield). MS (ES+) m/z 194.2 (MH+).

Workup

  1. customThe reaction was purified by RP-HPLC

Sources & evidence

ORD record
ord-33ad22ccf0de4e249fd27801d60c5e75
Source dataset
uspto-grants-2014_12
Patent number
US08901119B2

Reaction notes

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