Reaktion #232

ord-3870c5bc1f6548e38bd05a0e29b91f59

Reaktionsgleichung

COc1cc(Br)ccn1
COc1cc(Br)ccn1
CC(C)(C)OC(=O)NC1CNC1
CC(C)(C)OC(=O)NC1CNC
→
COc1cc(N2CC(NC(=O)OC(C)(C)C)C2)ccn1
COc1cc(N2CC(NC(=O)OC
Ausbeute 100.3%

Edukte

COc1cc(Br)ccn1
COc1cc(Br)ccn1
CC(C)(C)OC(=O)NC1CNC1
CC(C)(C)OC(=O)NC1CNC1

Reagenzien

CC(C)(C)[O-].[Na+]
CC(C)(C)[O-].[Na+]
c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1
c1ccc(P(c2ccccc2)c2ccc3ccccc3c
O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Pd].[Pd]
O=C(/C=C/c1ccccc1)/C=C/c1ccccc

Lösungsmittel

Cc1ccccc1
Cc1ccccc1

Reaktionsbedingungen

Temperatur
70°CELSIUS

Vorschrift

A mixture of all the reactants in toluene was heated in a sealed vial at 70 °C overnight. According to LC-MS the reaction was completed and the product had been formed. Toluene was removed, water was added and the product was extracted with DCM. The organic phase was dried through phase separator and concentrated. The crude was used without further purification in the next step, EN01762-02.

Quelle

750 AstraZeneca ELN dataset