Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 297Generated: October 23, 2026

4-Piperidinecarboxamide → 1-(3-Methoxyphenyl)piperidine-4-carboxamide

https://huagongshe.com/en/reaction/297

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-PiperidinecarboxamideHCID 3772—
Reactant3-BromoanisoleHCID 16971—
ReagentLithium HexamethyldisilazideHCID 2733832—
CatalystPalladium (II) acetateHCID 4144353—
Catalyst2,8,9-Triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo(3.3.3)undecaneHCID 4571243—
SolventTolueneHCID 1140—
Product1-(3-Methoxyphenyl)piperidine-4-carboxamideHCID 106097470%

Reaction Conditions

Temperature100 °C

Reaction Steps

piperidine-4-carboxamide (0.411 g, 3.21 mmol); 1-bromo-3-methoxybenzene (0.339 mL, 2.67 mmol) and diacetoxypalladium (0.120 g, 0.53 mmol) were thoroughly placed under an inert atmoshere. To this was added 2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane (0.037 g, 0.11 mmol); LITHIUM BIS(TRIMETHYLSILYL)AMIDE (6.15 mL, 6.15 mmol) and toluene (10 mL). The resultant mixture was stirred at 100 °C overnight. No sign of reaction by LCMS overnight. Abandoned

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-c91f5415f0604adda8f4b73dd97ab0f8
Source note750 AstraZeneca ELN dataset