6-(4-Methylpiperazin-1-yl)pyridazin-3-aMine synthesis
- Product Name:6-(4-Methylpiperazin-1-yl)pyridazin-3-aMine
- CAS Number:66346-94-9
- Molecular formula:C9H15N5
- Molecular Weight:193.25
109-01-3
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Yield:66346-94-9 78.87%
Reaction Conditions:
at 170; for 1.5 h;Sealed tube;Microwave irradiation;Inert atmosphere;
Steps:
1.1 6-(4-methylpiperazin-1-yl)pyridazine-3-amine
Step 1
6-(4-methylpiperazin-1-yl)pyridazine-3-amine
A mixture of 6-chloro-3-aminopyridazine (3.00 g, 23.16 mmol, 1.00 equivalent) and 1-methylpiperazine (8.10 g, 80.87 mmol, 3.49 equivalents) was added to a microwave tube, and the tube was sealed.
The mixture was heated to 170° C and stirred for 1.5 hours under microwave.
LC/MS showed completion of the reaction.
The mixture was cooled to 20°C and concentrated under reduced pressure.
The residue was purified by preparative HPLC (alkaline) to give the title compound (3.53 g, 18.27 mmol, 78.87% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 7.11 (d, J = 9.6 Hz, 1H), 6.73 (d, J = 9.6 Hz, 1H), 5.63 (s, 2H), 3.30-3.24 (m, 4H), 2.42-2.36 (m, 4H), 2.19 (s, 3H). LC/MS (ESI) m/z: 194.1 (M+1).
References:
EP3269715,2018,A1 Location in patent:Paragraph 0061; 0103; 0104
109-01-3
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88497-27-2
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66346-94-9
33 suppliers
$59.00/100mg