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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 181Generated: October 27, 2026

Methylamine → N-methyl-5-(trifluoromethyl)pyridin-3-amine

https://huagongshe.com/reaction/181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant3-Bromo-5-(trifluoromethyl)pyridineHCID 11127991—
ReagentCesium carbonateHCID 10796—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystPalladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1)HCID 11029508—
Solvent1,4-DioxaneHCID 31275—
ProductN-methyl-5-(trifluoromethyl)pyridin-3-amineHCID 212212680%

Reaction Conditions

Temperature130 °C

Reaction Steps

3-bromo-5-(trifluoromethyl)pyridine (100 mg, 0.44 mmol), methylamine 2 M in THF (0.442 mL, 0.88 mmol), and cesium carbonate (202 mg, 0.62 mmol) were suspended in dioxane (3 mL) . The reaction was purged with nitrogen for 30 minutes then 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene (7.68 mg, 0.01 mmol) and TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0)-CHLOROFORM ADDUCT (9.16 mg, 8.85 µmol) were added. The reaction was heated at 130 c for 30mins. No REACTION ABANDONED

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-6eff375bd801443f9df865a891f3e022
Source note750 AstraZeneca ELN dataset