Diisopropylethylamine → HCID 86685826, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid	HCID 392871	—
Reactant	Thioacetamide	HCID 2723949	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 86685826	HCID 86685826	—

Reaction Steps

1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid (2.213 g, 9.65 mmol), HATU (4.050 g, 10.65 mmol) and thioacetamide (1.597 g, 21.26 mmol) were mixed in anhydrous dichloromethane (25 mL). The reaction mixture was stirred at room temperature for 30 min. N,N-diisopropyl-N-ethylamine (5.3 mL, 30.3 mmol) was added and the reaction mixture was stirred at room temperature for 16 h. The solution was concentrated and the crude residue was purified on SiO2 (10 to 60% ethyl acetate, hexanes) to afford the title compound, which was used without further purification. HPLC/MS: 112.1 (M−174), Rt=3.00 (LC4).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08569299B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-629453b69f5242d98345a60799715744
Source note	uspto-grants-2013_10