4-Nitrophenyl chloroformate → HCID 67273366, Verbindung

Under a nitrogen atmosphere 1.93 g (9.58 mmol) 4-nitrophenyl chloroformate was added to a solution of 1.17 g (9.58 mmol) 4-dimethylaminopyridine in 50 mL pyridine, stirred for 1.5 h at RT, combined with 3.0 g (9.58 mmol) methyl (R)-3-(4-benzyloxy-3,5-dimethyl-phenyl)-2-hydroxy-propionate and stirred for 20 min at RT. Then 2.35 g (9.58 mmol) 3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one were added and the mixture was stirred for 20 h at RT. The reaction mixture was evaporated down i. vac., the residue was taken up in EtOAc, the organic phase was washed with 10% KHSO4 and saturated NaHCO3 solution and dried over Na2SO4. After the desiccant and solvent had been eliminated the residue was purified by chromatography (silica gel, gradient cyc/EtOAc 1:1 to 1:2).

1. stirringstirred for 20 min at RT
2. stirringthe mixture was stirred for 20 h at RT
3. customThe reaction mixture was evaporated down i
4. washthe organic phase was washed with 10% KHSO4 and saturated NaHCO3 solution
5. dry with materialdried over Na2SO4
6. customwas purified by chromatography (silica gel, gradient cyc/EtOAc 1:1 to 1:2)

ORD-Eintrag

ord-871e6cdbf3e94a6297d20e27e341c3ae

Quelldatensatz

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07985747B2