2-Chloro-4-aminopyrimidine → (3-(2-Chloropyrimidin-4-ylamino)-4-fluorophenyl)methanol
Reaction equation
Nc1ccnc(Cl)n1.OCc1ccc(F)c(Br)c1>C1COCCO1.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>OCc1ccc(F)c(Nc2ccnc(Cl)n2)c1Participants
7
Reactant 2
Product 1
Reagents, catalysts & solvents 4
Conditions
- Temperature
- 150 °C
Procedure
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.
Sources & evidence
- ORD record
- ord-99e222e4d9a34b6bb8073fb91a88f0f7
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
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