Hydrogen Peroxide → 4-(2-amino-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)but-3-ynyl di-tert-butyl phosphate

https://huagongshe.com/de/reaction/417880

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Hydrogen Peroxide	HCID 784	—
Edukt	Sodium Bicarbonate	HCID 516892	—
Edukt	Di-tert-butyl N,N-Diisopropylphosphoramidite	HCID 853005	—
Edukt	4-[2-Amino-4-chloro-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-but-3-yn-1-ol	HCID 11950510	—
Edukt	HCID 178418441	HCID 178418441	—
Lösungsmittel	Tetrahydrofuran	HCID 8028	—
Lösungsmittel	Ethyl Acetate	HCID 8857	—
Produkt	4-(2-amino-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)but-3-ynyl di-tert-butyl phosphate	HCID 57713854	—

Reaktionsbedingungen

Temperatur	0 °C

Reaktionsschritte

A solution of 4-[2-Amino-4-chloro-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-7H-pyrrolo [2,3-d]pyrimidin-5-yl]-but-3-yn-1-ol (see example 2) (4.0 g) and 1-H-tetrazole (0.45 M in acetonitrile, 70 mL) in THF (160 mL) was treated with di-tert-butyl diisopropylphosphoramidite (16.4 mL) at rt for 2 h. The solution was cooled to 0° C. and treated with 30% aqueous H2O2 (11 mL) for 30 min. Work-up (EtOAc, aq. NaHCO3) and reverse-phase preparative HPLC gave the title compound, as a solid. HPLC Rt=6.13 min.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08093229B2
Quelldatensatz	uspto-grants-2012_01
ORD ID	ord-4c744ce333734f9187fff09fd72a4ccf
Quellennotiz	uspto-grants-2012_01