Ethanol → (2-Chlorophenyl)-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamide

Temperatur

115 °C

5-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamide (80 mg, 0.21 mmol) and 2-chlorophenylboronic acid (50 mg, 0.32 mmol) in toluene (0.7 mL) was purged with argon and ethanol (0.14 mL), 2 M aq. K3PO4 (0.21 mL, 0.42 mmol), and Pd(PPh3)4 (12 mg, 0.010 mmol) was added. The resulting mixture was heated at 115° C. for 2 h. After cooling to rt, the mixture was diluted with EtOAc (100 mL), washed with brine and dried over anyhd. sodium sulfate. The solution was filtered and concentrated under vacuum to afford a yellow solid which was triturated with MeOH (2 mL), filtered to collect the solid and rinsed with additional MeOH (2×0.5 mL) and dried under vacuum to afford 56 mg of a white solid as the title compound (Example 136). HPLC Ret time=3.56 min. LCMS [M+H]+ 411.21.

1. additionwas added
2. temperatureAfter cooling to rt
3. washwashed with brine
4. customdried over anyhd
5. filtrationThe solution was filtered
6. concentrationconcentrated under vacuum
7. customto afford a yellow solid which
8. customwas triturated with MeOH (2 mL)
9. filtrationfiltered
10. customto collect the solid
11. washrinsed with additional MeOH (2×0.5 mL)
12. customdried under vacuum

ORD-Eintrag

ord-853c6265e22d4ecba748bcb7a823bd8d

Quelldatensatz

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07935696B2