tert-Butyl piperazine-1-carboxylate → HCID 68248250, compound

HRID 283Notes

Reaction equation

HRID 283 reaction equation
CC(C)(C)OC(=O)N1CCNCC1.COC(=O)c1ccc(I)cc1O>COCCOC.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COC(=O)c1ccc(N2CCN(C(=O)OC(C)(C)C)CC2)cc1O

Participants

7

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 11380407Methyl 4-iodosalicylate

Product 1

HCID 68248250HCID 68248250, compoundYield 0%

Reagents, catalysts & solvents 4

HCID 10796Cesium carbonateReagentHCID 634876Binap, (A+-)-CatalystHCID 9811564Bis(dibenzylideneacetone)palladiumCatalystHCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
90 °C

Procedure

tert-butyl piperazine-1-carboxylate (0.670 g, 3.60 mmol) and methyl 2-hydroxy-4-iodobenzoate (1 g, 3.60 mmol), BINAP (0.224 g, 0.36 mmol), cesium carbonate (2.461 g, 7.55 mmol) were put inDME (18 mL), tris(dibenzylideneacetone)dipalladium(0) (0.165 g, 0.18 mmol) was added last. Reaction wsa purged by nitrogen, and heated at90 °C overnight. No desired product was found.

Sources & evidence

ORD record
ord-50654e3db36e4cb59399fcb1f475b246
Source dataset
750 AstraZeneca ELN dataset
Original link
View source

Reaction notes

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