Triethylamine → (2-(3-(2-Hydroxyethyl)phenethyl)-5-oxa-2,8-diazaspiro[3.5]nonan-8-yl)(2-isopropylthiazol-4-yl)methanone

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Triethylamine	HCID 8471	—
Edukt	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Edukt	2-(Propan-2-yl)-1,3-thiazole-4-carboxylic acid	HCID 22573065	—
Edukt	HCID 66964399	HCID 66964399	—
Lösungsmittel	Dimethylformamide	HCID 6228	—
Produkt	(2-(3-(2-Hydroxyethyl)phenethyl)-5-oxa-2,8-diazaspiro[3.5]nonan-8-yl)(2-isopropylthiazol-4-yl)methanone	HCID 58168481	—

Reaktionsbedingungen

Temperatur	20 °C

Reaktionsschritte

HATU (0.792 g) was added in one portion to a stirred solution at 0° C. of 2-(3-(2-(5-oxa-2,8-diazaspiro[3.5]nonan-2-yl)ethyl)phenyl)ethanol 2HCl (0.56 g) (example 176 step e), 2-isopropylthiazole-4-carboxylic acid (0.275 g) and triethylamine (1.117 ml) in DMF (7 mL). The mixture was stirred at 20° C. for 3 hours and then partitioned between ethyl acetate and brine, the organic layer was washed with brine (×2), dried, filtered and the solvent evaporated under reduced pressure. The crude product was purified by flash silica chromatography, 5% methanol in ethyl acetate with 1% triethylamine. Pure fractions were evaporated to dryness to afford the subtitled compound. Yield 0.475 g

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08476265B2
Quelldatensatz	uspto-grants-2013_07
ORD ID	ord-b2cea27c5847416caa6107c62196bd6e
Quellennotiz	uspto-grants-2013_07