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1-Methylpiperazine → 1-(3-bromo-1-methyl-1H-1,2,4-triazol-5-yl)-4-methylpiperazine

HRID 553
Notes
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Reaction equation

HRID 553 reaction equation
CN1CCNCC1.Cn1nc(Br)nc1Br>CC(C)(C)[O-].Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>CN1CCN(c2nc(Br)nn2C)CC1
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

7

Reactant 2

HCID 531671-MethylpiperazineHCID 171860523,5-Dibromo-1-methyl-1H-1,2,4-triazole

Product 1

HCID 1254276001-(3-bromo-1-methyl-1H-1,2,4-triazol-5-yl)-4-methylpiperazineYield 0%

Reagents, catalysts & solvents 4

HCID 23676156Sodium t-butoxideReagentHCID 634876Binap, (A+-)-Catalyst

Conditions

Temperature
100 °C

Procedure

A mixture of 3,5-dibromo-1-methyl-1H-1,2,4-triazole (142 mg, 0.59 mmol), 1-methylpiperazine (62.0 mg, 0.62 mmol), tris(dibenzylideneacetone)dipalladium(0) (81 mg, 0.09 mmol), BINAP (110 mg, 0.18 mmol) and sodium tert-butoxide (113 mg, 1.18 mmol) in toluene (8 ml) was stirred at 100 °C for 1.5hrs. LCMS indicated no desired product formation. Discarded.

Sources & evidence

ORD record
ord-775ba0e2a4c14f008f392711cc2a587a
Source dataset
750 AstraZeneca ELN dataset
Original link
View source

Reaction notes

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On this pageParticipantsConditionsProcedureSources & evidenceReaction notes
HCID 9811564
Bis(dibenzylideneacetone)palladium
Catalyst
HCID 1140TolueneSolvent