Diisopropylethylamine → N-benzyl-2-(4-benzylbenzamido)-4-methylthiazole-5-carboxamide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Diisopropylethylamine	HCID 81531	—
Edukt	4-Benzylbenzoic acid	HCID 136429	—
Edukt	N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid	HCID 210824	—
Edukt	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Lösungsmittel	Dichloromethane	HCID 6344	—
Produkt	N-benzyl-2-(4-benzylbenzamido)-4-methylthiazole-5-carboxamide	HCID 59369673	3,1%

Reaktionsschritte

To a solution of 2-amino-4-methyl-thiazole-5-carboxylic acid benzylamide (0.054 g, 0.22 mmol) and diisopropylethylamine (0.40 mL, 2.3 mmol) in dichloromethane (5 mL) was added 4-benzylbenzoic acid (0.057 g, 0.27 mmol), followed by the addition of N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (0.11 g, 0.28 mmol). The reaction was stirred at ambient temperature over 18 h then concentrated in vacuo. The crude product was purified by preparative HPLC (acetone/water gradient) to afford the title compound (0.003 g); MS (ES+) m/z 442 (M+1).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08541457B2
Quelldatensatz	uspto-grants-2013_09
ORD ID	ord-aac9ba002ade4956bd8a294454f824c1
Quellennotiz	uspto-grants-2013_09