Benzodiazepine → HCID 67060852, Verbindung

Temperatur

-78 °C

5,7-Dichloro-1-(4-methoxybenzyl)-1H-benzo[e][1,4]diazepin-2(3H)-one (0.85 g, 3.82 mmol) was dissolved in anhydrous tetrahydrofuran (15 mL) and cooled to −78° C. under nitrogen. Potassium tert-butoxide (0.48 g, 3.82 mmol) was dissolved in anhydrous tetrahydrofuran (4 mL) and added to the benzodiazepine via syringe. After 2 minutes, a solution of the 2-chloro-4-fluorobenzyl bromide (1.27 g, 3.64 mmol) in anhydrous tetrahydrofuran (3 mL) was added. The reaction mixture was stirred at −78° C. for 2 then allowed to warm to room temperature over 1 h. The reaction was quenched with water and the layers partitioned. The organic layer was evaporated onto silica gel and chromatographed eluting with 10-35% ethyl acetate in hexanes to obtain 5,7-dichloro-3-(2-chloro-4-fluorobenzyl)-1-(4-methoxybenzyl)-1H-benzo[e][1,4]diazepin-2(3H)-one (0.6 g, 1.22 mmol).

1. temperatureto warm to room temperature over 1 h
2. customThe reaction was quenched with water
3. customthe layers partitioned
4. customThe organic layer was evaporated onto silica gel
5. customchromatographed
6. washeluting with 10-35% ethyl acetate in hexanes

ORD-Eintrag

ord-7f23d60c8eb34af89b7d6be19df22c1e

Quelldatensatz

uspto-grants-2014_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08673897B2