Cesium carbonate → Methyl 4'-(4-bromo-5-chloropyridin-2-ylamino)-5'-methoxy-2'-methylbiphenyl-4-carboxylate

温度

150 °C

Methyl 4′-amino-5′-methoxy-2′-methylbiphenyl-4-carboxylate generated in Step 1 (200 mg, 0.75 mmol), 2,4-dibromo-5-chloropyridine (222 mg, 0.82 mmol, 1.1 equiv), Pd2(dba)3 (17 mg, 0.02 mmol, 0.025 equiv.), xantphos (22 mg, 0.04 mmol, 0.05 equiv.), and Cs2CO3 (365 mg, 1.1 mmol, 1.5 equiv.) are added to THF (5 mL). The resulting mixture is bubbled with N2 gas for 5 minutes and then heated at 150° C. for 4 hours. After cooling to room temperature, the reaction mixture is diluted into EtOAc and washed with H2O. The EtOAc layer is dried over Mg2SO4 and concentrated in vacuo. Silica gel chromatography (hexanes-EtOAc) affords Methyl 4′-(4-bromo-5-chloropyridin-2-ylamino)-5′-methoxy-2′-methylbiphenyl-4-carboxylate; MS m/z 461.0 (M+1).

1. customThe resulting mixture is bubbled with N2 gas for 5 minutes
2. temperatureAfter cooling to room temperature
3. additionthe reaction mixture is diluted into EtOAc
4. washwashed with H2O
5. dry with materialThe EtOAc layer is dried over Mg2SO4
6. concentrationconcentrated in vacuo

ORDレコード

ord-9a4741527e934a74bbb2aa9c0f5887e9

出典データセット

uspto-grants-2011_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08039479B2