N,N,N',N'-Tetramethylethylenediamine → {1-[tert-Butyl(dimethyl)silyl]-5-fluoro-1H-indol-4-yl}boronic acid

温度

-78 °C

To a mixture of the product of Step 1 (4.98 g, 20 mmol) and TMEDA (2.32 g, 20 mmol) in THF at −78° C. was slowly added a 1.3M solution of s-BuLi (15.4 mL, 20 mmol) in cyclohexane and the mixture was stirred for 2 h at −78° C. Triisopropyl borate (3.76 g, 20 mmol) was added to the mixture at −78° C. and stirred for another 1 h and then warmed to −20° C. Water was added and the mixture was extracted with EtOAc and the organic layer was dried over Na2SO4 and evaporated. The residue was re-crystallized (EtOAc and n-hexane) to give the title compound (1.2 g, 20.7%).

1. stirringstirred for another 1 h
2. temperaturewarmed to −20° C
3. extractionthe mixture was extracted with EtOAc
4. dry with materialthe organic layer was dried over Na2SO4
5. customevaporated
6. customThe residue was re-crystallized (EtOAc and n-hexane)

ORDレコード

ord-acbecb1c68394dcabecf931a52a1896f

出典データセット

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09133180B2