3-Aminoazetidine, 3-BOC protected → tert-butyl N-[1-(2-methoxy-4-pyridinyl)azetidin-3-yl]carbamate

HRID 136

Reaktionsgleichung

Reaktionsgleichung von HRID 136
CC(C)(C)OC(=O)NC1CNC1.COc1cc(Br)ccn1>CC(C)(C)[O-].Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COc1cc(N2CC(NC(=O)OC(C)(C)C)C2)ccn1

Komponenten

7

Edukt 2

HCID 15194053-Aminoazetidine, 3-BOC protectedHCID 140623094-Bromo-2-methoxypyridine

Produkt 1

HCID 118055029tert-butyl N-[1-(2-methoxy-4-pyridinyl)azetidin-3-yl]carbamateAusbeute 100,28 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23676156Sodium t-butoxideReagenzHCID 634876Binap, (A+-)-KatalysatorHCID 9811564Bis(dibenzylideneacetone)palladiumKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

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.

Quellen und Nachweise

ORD-Eintrag
ord-3870c5bc1f6548e38bd05a0e29b91f59
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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