2-amino-N,6-dimethoxybenzamide → 2-[[2-[(2,5-dimethylpyrazol-3-yl)amino]-5-(trifluoromethyl)pyridin-4-yl]amino]-N,6-dimethoxybenzamide

HRID 289

Reaktionsgleichung

Reaktionsgleichung von HRID 289
CONC(=O)c1c(N)cccc1OC.Cc1cc(Nc2cc(I)c(C(F)(F)F)cn2)n(C)n1>C1COCCO1.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C([O-])[O-].[K+].[K+].[Pd]>CONC(=O)c1c(Nc2cc(Nc3cc(C)nn3C)ncc2C(F)(F)F)cccc1OC

Komponenten

7

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

N-(1,3-dimethyl-1H-pyrazol-5-yl)-4-iodo-5-(trifluoromethyl)pyridin-2-amine (50 mg, 0.13 mmol), 2-amino-N,6-dimethoxybenzamide (43.6 mg, 0.22 mmol), diacetoxypalladium (1.469 mg, 6.54 µmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (7.57 mg, 0.01 mmol) and potassium carbonate (36.2 mg, 0.26 mmol) were suspended in 1,4-dioxane (423 µl) and sealed into a microwave tube. The reaction was degased, purged with nitrogen and heated to 90 °C overnight => _not complete but seemed to be clean, no des-iodo by-product formed, both SM left_ Same reaction was performed in toluene (423 µl) => _reaction complete, LCMS profile similar to the conception document reference_ **_NOT ISOLATED_**

Quellen und Nachweise

ORD-Eintrag
ord-067f9706b99f4ac98e07f49d63946447
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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