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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 503Generated: October 28, 2026

3-Chloro-1,2-dimethyl-1H-indol-5-amine → HCID 71698376, compound

https://huagongshe.com/reaction/503

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-1,2-dimethyl-1H-indol-5-amineHCID 89708648—
Reactant1-[[1-(2-Chloropyrimidin-4-yl)-3-methylpyrazol-4-yl]methyl]azetidin-3-olHCID 137357255—
ReagentPotassium CarbonateHCID 11430—
CatalystPalladium (II) acetateHCID 4144353—
Catalyst2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71698376HCID 716983760%

Reaction Conditions

Temperature100 °C

Reaction Steps

A 40 mL scintillation vial charged with 3-chloro-1,2-dimethyl-1H-indol-5-amine (53.6 mg, 0.28 mmol), 1-((1-(2-chloropyrimidin-4-yl)-3-methyl-1H-pyrazol-4-yl)methyl)azetidin-3-ol (70mg, 0.25 mmol), palladium(II) acetate (2.81 mg, 0.01 mmol), dicyclohexyl(2',4',6'-triisopropyl-[1,1'-biphenyl]-2-yl)phosphine (x--phos) (11.93 mg, 0.03 mmol) and Dioxane (3 mL) After being degassed by nitrogen bubbling , the reaction mixture was heated to 100 °C for 5 hours. LCMS analysis indicated no desired product and chloropyrimidine starting material was decomposed. The reaction mixture was discarded. Need to reverse the sequence.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-74a05ca9ab9042dbb66a38d995757deb
Source note750 AstraZeneca ELN dataset