Ethyl Acetate → 10-Chloro-3-iodo-5,6,8,9-tetrahydro-1,4,7,10a-tetraaza-cyclohepta[f]indene-7-carboxylic acid tert-butyl ester

To 0.1 g (0.31 mmol) 10-chloro-5,6,8,9-tetrahydro-1,4,7,10a-tetraaza-cyclohepta[f]indene-7-carboxylic acid tert-butyl ester (route 1, step a to d) in 2 mL DMF, under nitrogen, was added 0.104 g (0.46 mmol) N-iodosuccinimide, and the reaction was stirred at room temperature for 16 hours. 20 mL EtOAc was added and the mixture was washed with a 10% solution of Na2S2O3 (2×5 mL). The aqueous layers were combined and extracted with EtOAc (2×10 mL). The organic layers were combined, washed with 10 mL saturated brine, and dried with MgSO4. After filtration and evaporation of the solvent the product was purified by column chromatography (silica, heptane/EtOAc 9:1).

1. washthe mixture was washed with a 10% solution of Na2S2O3 (2×5 mL)
2. extractionextracted with EtOAc (2×10 mL)
3. washwashed with 10 mL saturated brine
4. dry with materialdried with MgSO4
5. filtrationAfter filtration and evaporation of the solvent the product
6. customwas purified by column chromatography (silica, heptane/EtOAc 9:1)

ORDレコード

ord-6d44e228a33649dabe5cc297174d58dd

出典データセット

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09346816B2