Sodium Bicarbonate → (S)-4-(4-(2-(2,3-Dichlorophenoxy)propanoyl)-2-oxopiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Sodium Bicarbonate	HCID 516892	—
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	(S)-2-(2,3-dichlorophenoxy)propanoic acid	HCID 40478653	—
Edukt	4-(2-Oxopiperazin-1-yl)-n-(thiazol-2-yl)benzenesulfonamide	HCID 59465631	—
Lösungsmittel	Dimethylformamide	HCID 6228	—
Produkt	(S)-4-(4-(2-(2,3-Dichlorophenoxy)propanoyl)-2-oxopiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide	HCID 53627622	100%

Reaktionsschritte

Synthesized according to general procedure 14, method B. The reaction was set up with 4-(2-oxopiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide (50 mg, 0.15 mmol), (S)-2-(2,3-dichlorophenoxy)propanoic acid (23 mg, 0.10 mmol), HATU reagent (76 mg, 0.20 mmol), sodium bicarbonate (17 mg, 0.20 mmol), and DMF (0.20 mL) to obtain the desired amide as a white solid (50 mg, 0.10 mmol, 32% yield). LC/MS (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA), m/z: M+1 obs=555.3; tR=2.85 min.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07799822B2
Quelldatensatz	uspto-grants-2010_09
ORD ID	ord-bebeb2df136549129a434d224a633860
Quellennotiz	uspto-grants-2010_09