Hydrochloric Acid → HCID 59471436, compound

Temperature

-10 °C

A solution of 0.25 ml of 1M KOtBu THF solution and 2 mL of THF was cooled at −10° C. A solution of 3-(1-tert-Butoxycarbonylmethyl-6-chloro-1H-pyrrolo[3,2-c]pyridin-2-yl)-propionic acid ethyl ester (0.07 g) in 0.5 mL of THF was added over r min. After stirring for 15 min at −10° C., 0.3 ml of 1 N HCl and 3 mL brine were added. The mixture was extracted with 10 mL of EtOAc, and extract was dried over Na2SO4, filtered, concentrated. The residue was dissolved in 10 mL of toluene and 0.3 g of silica gel was added, and the mixture was heated to reflux for 3 h. After cooling, the reaction mixture was filtered and concentrated. The residue was used for next step without further purification. MS (ESI): 221.1 (M+1).

1. extractionThe mixture was extracted with 10 mL of EtOAc
2. extractionextract
3. dry with materialwas dried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. dissolutionThe residue was dissolved in 10 mL of toluene
7. addition0.3 g of silica gel was added
8. temperaturethe mixture was heated
9. temperatureto reflux for 3 h
10. temperatureAfter cooling
11. filtrationthe reaction mixture was filtered
12. concentrationconcentrated
13. customThe residue was used for next step without further purification

ORD record

ord-d715e2a95e2449c1bb0781ad095de766

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08772312B2