Hydrochloric Acid → HCID 68793098, compound

Temperature

-78 °C

A solution of tert-butyl lithium (1.15 mL, 1.95 mmol) in anhydrous diethyl ether (5 mL) was cooled to −78° C. under nitrogen. 5-bromo-2,2-difluoro-benzo[1,3]dioxole (180 mg, 0.760 mmol) in diethyl ether (0.80 mL) was added, and the reaction was stirred for 1 h at −78° C., followed by the addition of triisopropylborate (0.37 mL, 1.60 mmol) under nitrogen. The reaction allowed to stir for 1.5 h while allowing to warm to ambient temperature. The reaction was poured into 4 N aqueous sodium hydroxide (5 mL), stirred, and adjusted to pH ˜1 by the dropwise addition of concentrated aqueous hydrochloric acid, and the product extracted with ethyl acetate (10 mL). The organic extract was dried over anhydrous sodium sulfate, filtered, and the solvent removed under vacuum to afford 140.2 mg of I-187 as a brown solid, which was taken on without further purification.

1. stirringto stir for 1.5 h
2. temperatureto warm to ambient temperature
3. stirringstirred
4. extractionthe product extracted with ethyl acetate (10 mL)
5. extractionThe organic extract
6. dry with materialwas dried over anhydrous sodium sulfate
7. filtrationfiltered
8. customthe solvent removed under vacuum
9. customto afford 140.2 mg of I-187 as a brown solid, which
10. customwas taken on without further purification

ORD record

ord-3cfc3e9341db4c66a4b0180eb2441b44

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08791267B2