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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 182Generated: October 24, 2026

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

https://huagongshe.com/en/reaction/182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamine hydrochlorideHCID 6364545—
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 hydrochloride (59.8 mg, 0.88 mmol), and cesium carbonate (490 mg, 1.50 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 to 130 °C in a CEM microwave for 1 hour. No Product formed. Abandoned

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-6058a506bcd3404d8683ad593ff991cd
Source note750 AstraZeneca ELN dataset