Potassium Phosphate, Tribasic → HCID 86684287, Verbindung

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Potassium Phosphate, Tribasic	HCID 62657	—
Edukt	Sodium Acetate Trihydrate	HCID 23665404	—
Edukt	1-Methyl-5-(5-(oxetan-3-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-ylboronic acid	HCID 58044307	—
Edukt	4-chloro-2-(7,7-dimethyl-1-oxo-1,3,4,6,7,8-hexahydro-2H-cyclopenta(4,5)pyrrolo(1,2-a)pyrazin-2-yl)nicotinaldehyde	HCID 76854078	—
Katalysator	Water	HCID 962	—
Katalysator	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Lösungsmittel	Acetonitrile	HCID 6342	—
Produkt	HCID 86684287	HCID 86684287	31%

Reaktionsbedingungen

Temperatur	100 °C

Reaktionsschritte

A 100-mL single-neck round-bottomed flask equipped with a reflux condenser was charged with (4-chloro-2-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}pyridine-3-carbaldehyde) 108a (280 mg, 0.81 mmol), 163a (440 mg, 0.96 mmol), Pd(dppf)Cl2 (40 mg, 0.049 mmol), K3PO4 (360 mg, 1.6 mmol), sodium acetate trihydrate(240 mg, 1.6 mmol), water (6 drops), and acetonitrile (20 mL). The system was evacuated and refilled with N2. The reaction mixture was stirred at 100° C. for 2 h. It was then cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica-gel column chromatography eluting with 25:1 dichloromethane/methanol to afford 163b (150 mg, 31%) as a yellow brown solid. MS-ESI: [M+H]+ 609.3

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US09238655B2
Quelldatensatz	uspto-grants-2016_01
ORD ID	ord-ac3cab87a8cc4af6815c14f429b96d8a
Quellennotiz	uspto-grants-2016_01