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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 166Generated: October 24, 2026

2-Chloro-4-aminopyrimidine → (3-(2-Chloropyrimidin-4-ylamino)-4-fluorophenyl)methanol

https://huagongshe.com/en/reaction/166

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4-aminopyrimidineHCID 345752—
Reactant3-Bromo-4-fluorobenzyl AlcoholHCID 2773351—
ReagentCesium carbonateHCID 10796—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystPalladium (II) acetateHCID 4144353—
Solvent1,4-DioxaneHCID 31275—
Product(3-(2-Chloropyrimidin-4-ylamino)-4-fluorophenyl)methanolHCID 598178450%

Reaction Conditions

Temperature150 °C

Reaction Steps

diacetoxypalladium (8.67 mg, 0.04 mmol) was added to 2-chloropyrimidin-4-amine (100 mg, 0.77 mmol), (3-bromo-4-fluorophenyl)methanol (158 mg, 0.77 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (53.6 mg, 0.09 mmol) and cesium carbonate (503 mg, 1.54 mmol) in 1,4-dioxane (4 mL) . The resulting suspension was stirred at 150 °C in the microwave for 30 minutes. None of the desired material was visible by LCMS. Reaction abandoned.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-99e222e4d9a34b6bb8073fb91a88f0f7
Source note750 AstraZeneca ELN dataset