1454301-28-0|1-(5-Bromo-6-methylpyridin-2-yl)-4-methylpiperazine| Ambeed

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Yield	Reaction Conditions	Operation in experiment
77.4%	at 110℃; for 12h;	A tenth exemplary Intermediate D, Intermediate D-10, may be used to synthesize compounds of formula I, wherein R1 is heteroaryl substituted with two R4 substituents. A mixture of 3 -bromo-6-fluoro-2-m ethyl-pyridine (1.00 g, 5.26 mmol, 1.00 equiv) and /V- methylpiperazine (685 mg, 6.84 mmol, 759 pL, 1.30 equiv) was stirred at 110 C for 12 h. The mixture was diluted with ethyl acetate (50.0 mL), washed with brine (20.0 mL x 3), dried over anhydrous Na2S04, filtered and concentrated to provide l-(5-bromo-6-methyl-2-pyridyl)-4- methyl-piperazine (1.10 g, 4.07 mmol, 77.4% yield) as a yellow solid. LCMS [M+l]: 272.1.
53.7%	With triethylamine; In ethanol; at 70℃; for 186h;	PREPARATION x10: 1-(5-Bromo-6-methylpyridin-2-yl)-4-methylpiperazine [0184] 3-Bromo-6-fluoro-2-methylpyridine (500 mg, 2.63 mmol), 1-methylpiperazine (343 mg, 3.42 mmol), Et3N (1.100 mL, 7.89 mmol) and EtOH (3 mL) were mixed in a 4 mL vial equipped with a magnetic stir bar to give a colorless solution. The mixture was stirred for 18 hours at 70C, after which 1-methylpiperazine (343 mg, 3.42 mmol) was added and heating was continued for 1 week. The reaction mixture was subsequently partitioned between water (30 mL) and EtOAc (40 mL). The layers were separated and the aqueous layer was back- extracted with EtOAc (40 mL). The combined organic layers were washed with brine (20 mL). The organic layer was dried over Na2S04, filtered, and concentrated to yield a yellow syrup. The residue was purified via flash chromatography (12 g column), eluting with 0-80%> EtOAc in heptanes. The pure fractions were combined and concentrated to give the title compound as a clear liquid (382 mg, 53.7%).

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Physical hazards
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Environmental hazards
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H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

CAS No. :	1454301-28-0	MDL No. :	MFCD27578176
Formula :	C₁₁H₁₆BrN₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	270.17	Pubchem ID :	-
Synonyms :

TPSA :Topological Polar Surface Area	-	H-Bond Acceptor Count :	-
XLogP3 :	-	H-Bond Donor Count :	-
SP3 :	-	Rotatable Bond Count :	-

Signal Word:		Class:
Precautionary Statements:		UN#:
Hazard Statements:		Packing Group:

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[ 1454301-28-0 ] Synthesis Path-Downstream 1~1

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