Sodium Carbonate → HCID 67314106、化合物

温度

60 °C

200 mg (0.50 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-bromo-1-benzothiophene-2-carboxamide hydrochloride (Example 8A) and 82.6 mg (0.50 mmol) of 3-carboxyphenylboronic acid are introduced into 1.5 ml of DMF. Addition of 0.78 ml of 2 M sodium carbonate solution and 20.3 mg (0.02 mmol) of PdCl2(dppf) is followed by heating at 60° C. After 18 h, a further 20.3 mg (0.02 mmol) of PdCl2(dppf) are added, and the mixture is heated at 90° C. for a further 18 h. After cooling, the reaction mixture is filtered through kieselguhr and purified by preparative HPLC. The product fractions are concentrated and, after addition of a 3:1 mixture of acetonitrile and 1N-hydrochloric acid, again concentrated. Drying under high vacuum results in 103 mg (45% of theory) of the title compound.

1. temperaturethe mixture is heated at 90° C. for a further 18 h
2. temperatureAfter cooling
3. filtrationthe reaction mixture is filtered through kieselguhr
4. custompurified by preparative HPLC
5. concentrationThe product fractions are concentrated
6. additionafter addition of a 3:1 mixture of acetonitrile and 1N-hydrochloric acid
7. concentrationagain concentrated
8. customDrying under high vacuum

ORDレコード

ord-158138d94c5447a49dfcece0cfcfb233

出典データセット

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07977485B2