Benzenesulfonamide, 3-amino- → 3-[(4-Chloropyrimidin-2-yl)amino]benzenesulfonamide

HRID 237Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 237
Clc1ccnc(Cl)n1.Nc1cccc(S(N)(=O)=O)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]>NS(=O)(=O)c1cccc(Nc2nccc(Cl)n2)c1

Komponenten

7

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

2,4-dichloropyrimidine (200 mg, 1.34 mmol), 3-aminobenzenesulfonamide (231 mg, 1.34 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (93 mg, 0.16 mmol), cesium carbonate (875 mg, 2.68 mmol) and diacetoxypalladium (15.07 mg, 0.07 mmol) were suspended in dioxane (5 mL) and sealed into a microwave tube. The reaction was heated to 150 °C for 30 minutes in the microwave reactor and cooled to RT. The reaction mixture was diluted with EtOAc (150 mL) and washed with water (150 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 4% (10:1 MeOH/NH3 (aq)) in DCM. NMR analysis showed a trace amount of product.

Quellen und Nachweise

ORD-Eintrag
ord-07751cbdbcad4c89bdfeeea3a04ddb39
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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