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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944167Generated: October 30, 2026

Dimethylformamide → HCID 66599827, compound

https://huagongshe.com/reaction/1944167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhenethyl bromideHCID 7666—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59563693HCID 59563693—
ProductHCID 66599827HCID 66599827—

Reaction Conditions

Temperature-40 °C

Reaction Steps

To tert-butyl 2-(4-hydroxyphenyl)-3-(isoquinolin-6-ylamino)-3-oxopropylcarbamate (E249) in DMF cooled to −35° C. was added NaH and the solution was stirred at −40° C. for 30 min. Then, 2-bromoethylbenzene was added and the solution was warmed and stirred at room temperature for 2 h. The solution was poured into NaHCO3(sat)/EtOAc and further extracted with EtOAc. The combined organics were dried (Na2SO4), filtered, and evaporated. Column chromatography (SiO2, 3-4% MeOH/CH2Cl2) gave pure tert-butyl 3-(isoquinolin-6-ylamino)-3-oxo-2-(phenethoxyphenyl)propylcarbamate (E289).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394826B2
Source datasetuspto-grants-2013_03
ORD IDord-bbb50252f9f245d89813751d0261278e
Source noteuspto-grants-2013_03