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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1760096Generated: October 26, 2026

Isobutyl iodide → 5-(N-Boc-Amino)-7-(2-methylpropyl)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one

https://huagongshe.com/reaction/1760096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyl iodideHCID 10556—
ReactantCesium carbonateHCID 10796—
Reactant5-(N-Boc-amino)-5,7-dihydro-6H-dibez[b,d]azepin-6-oneHCID 11493548—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product5-(N-Boc-Amino)-7-(2-methylpropyl)-5,7-dihydro-6H-dibenz[b,d]azepin-6-oneHCID 11653784—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 5-(N-Boc-amino)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one (0.2 g, 0.617 mmol) (Example 3-E) in DMF was treated with Cs2CO3 (0.22 g, 0.678 mmol) and warmed to 60° C. To the reaction mixture was added 1-iodo-2-methylpropane (0.078 mL, 0.678 mmol) and stirring continued for 17 hours. After cooling to 23° C. the mixture was diluted with CH2Cl2, washed with several portions of brine and dried over Na2SO4. The title compound was purified by chromatography (SiO2, CHCl3/MeOH 9:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838455B2
Source datasetuspto-grants-2005_01
ORD IDord-1d74aae0d934405693594e65b480fdd4
Source noteuspto-grants-2005_01