7-BROMO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

tert-butyl 7-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)indoline-l- carboxylate (2): A solution of tert-butyl 7-bromoindoline-l -carboxylate (300 mg, 1.0 mmol) in 1, 4-dioxane (6.0 rnL) was treated with bis-pinacolatodiborane (307 mg, 1.2 mmol), potassium acetate (297 mg, 3.0 mmol), and [1, 1'- bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (41 mg, 0.05 mmol) at 100 °C for 6 h. After completion of the reaction, the solvent was removed under reduced pressure. The resulting residue was diluted with ethyl acetate and filtered through celite. The filtrate was concentrated under reduced pressure and the residue obtained purified by silica gel column chromatography to afford 2 (260 mg, 75percent) as a pale yellow liquid. MS m/z (M+H): 346.2.

Molecular Weight:298.18
XLogP3:3.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:297.03644
Monoisotopic Mass:297.03644
Topological Polar Surface Area:29.5
Heavy Atom Count:17
Complexity:300
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes